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Showing posts with label GOA. Show all posts
Showing posts with label GOA. Show all posts

Tuesday 10 May 2016

Dihydrobenzofuran Neolignans


Figure 1 Structures of dihydrobenzofuran neolignans 2a and 2b
Scheme 1 (i) Ag2O, (CH3)2CO:C6H6 3:5, r.t., 20 h (2a: 36% yield; 2b: 43% yield). 
Figure 3  Main nuclear Overhauser effect (NOE) correlations observed in the nuclear Overhauser effect spectroscopy (NOESY) spectra of compounds 2a and 2b
Table 1 1H and 13C NMR data assignments for compound 2a (400 MHz, CDCl3
δCaδH (integral, multiplicityb), J/ Hz
1132.0 (C)
2=6127.5 (CH)7.27 (2H, ddd, J2,5 = J6,3 0.3, J2,7 = J6,7 0.6, J2,3 = J6,5 8.3)
3=5115.7 (CH)6.84 (2H, dd, J3,6 = J5,2 0.3, J3,2 = J5,6 8.3)
4156.1 (C)
787.7 (CH)6.09 (1H, dt, J7,2 = J7,6 0.6, J7,8 7.2)
855.1 (CH)4.27 (1H, dd, J8,6' 1.4, J8,7 7.2)
9170.9 (C)
1052.9 (CH3)3.83 (3H, s)
1'127.8 (C)
2'130.8 (CH)7.43 (1H, ddd, J2',7' 1.1, J2',6' 2.0, J2',3' 8.3)
3'110.3 (CH)6.89 (1H, dd, J3',6' 0.4, J3',2'8.3)
4'161.2 (C)
5'125.1 (C)
6'124.9 (CH)7.55 (1H, dddd, J6',3' 0.4, J6',7' 0.7, J6',8 1.4, J6',2'2.0)
7'144.7 (CH)7.66 (1H, ddd, J7',6' 0.7, J7',2' 1.1, J7',8' 15.9)
8'115.2 (CH)6.32 (1H, d, J8',7' 15.9)
9'167.9 (C)
10'51.7 (CH3)3.81 (3H, s)
aMultiplicities assigned on the basis of distortionless enhancement by polarization transfer (DEPT) 135 experiments;
bmultiplicities and coupling constant values measured within 1H NMR and J-resolved spectra with the help from1H-1H correlation spectroscopy (COSY) results.
Table 2 2D NMR data for compound 2a (400 MHz, CDCl3
CHgCOSYagHMBCbgHMQCcNOESYd
1H3 =H5, H7, H8
2=62=6H3, H5, H7H3 =H5, H7H2=H6H7, H8
3=53=5H2, H6H5H3=H5
4H3 =H5, H2 =H6
77H2=H6, H8H6, H8H7H2=H6*
88H7, H6'H7, H6'H8H2=H6, H6'*
9H7, H8, H10
1010H10
1'H3', H8'
2'2'H3', H6', H7'H6', H7'H2'H7', H8'*
3'3'H2', H6'H3'
4'H2', H3', H6', H7, H8
5'H8, H3'
6'6'H2', H3', H7', H8H2', H7', H8H6'H8', H7', H8*
7'7'H2', H8', H6'H2', H6', H8'H7'H6'*, H2'
8'8'H7'H7'H8'H6'*, H2'
9'H7', H8', H10'
10'10'H10'
bgradient-selected heteronuclear multiple bond coherence;
cgradient-selected heteronuclear multiple quantum coherence;
dnuclear Overhauser effect spectroscopy.
*mean weak correlation.
aGradient-selected correlation spectroscopy;
Table 3 1H and 13C NMR data assignments for compound 2b (400 MHz, acetone-d6
δCaδH (integral, multiplicityb); J/ Hz
1132.5 (C)
2111.2 (CH)7.10 (1H, ddd, J2,5 0.3, J2,7 0.8, J2,6 2.1)
3149.1 (C)
4148.5 (C)
5116.3 (CH)6.84 (1H, dd, J5,2 0.3, J5,6 8.3)
6120.7 (CH)6.92 (1H, ddd, J6,7 0.6, J6,2 2.1, J6,5 8.3)
788.8 (CH)6.04 (1H, ddd, J7,6 0.6, J7,2 0.8, J7,8 7.3)
857.0 (CH)4.47 (1H, dd, J8,6' 1.4, J8,7 7.3)
9172.1 (C=O)
1053.5 (CH3)3.81 (3H, s)
1156.4 (CH3)3.84 (3H, s)
1'129.9 (C)
2'113.9 (CH)7.33 (1H, dd, J2',7' 0.4, J2'6' 2.6)
3'146.3 (C)
4'151.5 (C)
5'127.8 (C)
6'119.5 (CH)7.29 (1H, ddd, J6',7' 0.8, J6',8 1.4, J6',2' 2.6)
7'145.9 (CH)7.63 (1H, ddd, J7',2' 0.4, J7',6' 0.8, J7',8' 15.8)
8'116.8 (CH)6.44 (1H, d, J8',7' 15.8)
9'168.2 (C)
10'52.1 (CH3)3.73 (3H, s)
11'56.8 (CH3)3.92 (3H, s)
aMultiplicities assigned on the basis of distortionless enhancement by polarization transfer (DEPT) 135 experiments;
bmultiplicities and coupling constant values measured within 1H-NMR and J-resolved spectra with the help from1H-1H correlation spectroscopy (COSY) results.
Table 4 2D NMR data for compound 2b (400 MHz, acetone-d6
CHgCOSYagHMBCbgHMQCcNOESYd
1H2, H6, H7, H8
22H5, H6, H7H5, H6, H7H2H7, H8, H11
3H2, H5, H11H3
4H2, H5, H6
55H2, H6H6H5
66H2, H5, H7H2, H5H6H7, H8
77H2, H6, H8H2, H6, H8H7H6*, H2
88H6', H7H2, H6'H8H6'*, H2, H6
9H7, H8, H10H9
1010H10
1111H11H2
1'H7', H8'H1'
2'2'H6', H7'H6', H7'H2'H7', H8'*, H11'
3'H11'
4'H2', H6', H7, H8
5'H7, H8'
6'6'H7', H2', H8H2', H7', H8H6'H8', H7', H8*
7'7'H2', H6', H8'H2', H6', H8'H7'H6', H2',
8'8'H7'H7'H8'H6', H2'
9'H8', H10'
10'10'H10'
11'11'H11'H2'
aGradient-selected correlation spectroscopy;
bgradient-selected heteronuclear multiple bond coherence;
cgradient-selected heteronuclear multiple quantum coherence;
dnuclear Overhauser effect spectroscopy.
*mean weak correlation.
1H and 13C NMR data previously reported for compound2a and 2b were obtained in CDCl3 or acetone-d6. Most of the signals in the 1H NMR spectrum were between δH 6.0 and δH 8.0, but the hydrogen signal multiplicities are ambiguous. In this work, we found that for compound2a in acetone-d6, the signals at δH 7.6-7.7 are referred to four hydrogen atoms and their overlapping precluded their correct assignment (Figure 2). Therefore, CDCl3 provided much clearer spectra for 2a, but not for 2b, due to the solvent influence on chemical shifts. For compound 2b, three hydrogen atoms resonate at δH 6.91 in the 1H HMR spectrum in CDCl3. On the other hand, the 1H NMR signals of 2b were resolved by using acetone-d6 as solvent, which allowed verification of the multiplicities, observation of the chemical shifts and measurement of the coupling constants.

Figure 2 Expansions of the 1H NMR spectrum of compounds 2a and 2b obtained in CDCl3 and acetone-d6

Journal of the Brazilian Chemical Society

On-line version ISSN 1678-4790

J. Braz. Chem. Soc. vol.27 no.1 São Paulo Jan. 2016

http://dx.doi.org/10.5935/0103-5053.20150262

ARTICLES
Detailed 1H and 13C NMR Spectral Data Assignment for Two Dihydrobenzofuran Neolignans
Talita C. T. Medeirosa  #, Herbert J. Diasa  #, Eliane O. Silvaa  , Murilo J. Fukuib  , Ana Carolina F. Soaresb  , Tapas Karc  , Vladimir C. G. Helenob  , Paulo M. Donatea  , Renato L. T. Parreirab  , Antônio E. M. Crottia  * 
aDepartamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, 14040-901 Ribeirão Preto-SP, Brazil
bNúcleo de Pesquisas em Ciências Exatas e Tecnológicas, Universidade de Franca, 14404-600 Franca-SP, Brazil
cDepartment of Chemistry and Biochemistry, Utah State University, 84322-0300 Logan-UT, United States
ABSTRACT
In this work we present a complete proton (1H) and carbon 13 (13C) nuclear magnetic resonance (NMR) spectral analysis of two synthetic dihydrofuran neolignans (±)-trans-dehydrodicoumarate dimethyl ester and (±)-trans-dehydrodiferulate dimethyl ester. Unequivocal assignments were achieved by 1H NMR, proton decoupled 13C (13C{1H}) NMR spectra, gradient-selected correlation spectroscopy (gCOSY), J-resolved, gradient-selected heteronuclear multiple quantum coherence (gHMQC), gradient-selected heteronuclear multiple bond coherence (gHMBC) and nuclear Overhauser effect spectroscopy (NOESY) experiments. All hydrogen coupling constants were measured, clarifying all the hydrogen signals multiplicities. Computational methods were also used to simulate the 1H and 13C chemical shifts and showed good agreement with the transconfiguration of the substituents at C7 and C8.
http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532016000100136&lng=en&nrm=iso&tlng=en
Key words: neolignans,  oxidative coupling,  J-resolved,  benzofurans
STR1

STR1


STR1
see..........0103-5053-jbchs-27-01-0136-suppl01.pdf
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Cavelossim, BEACH, GOA, INDIA


Top 5 best beaches Goa

Cavelossim Beach “best beach of goa to relax”

Cavelossim-Beach goa
Contrast of black rocks and white sand make this Cavelossim beach a must visit tourist spot in Goa. Cavelossim is one of the less crowded beaches in Goa, so if you are seeking for a calm surrounding then tick Cavelossim in your list. Paddy fields and coconut grooves adds a different perspective to whole beach surrounding. You can also check out top unexplored beaches of India.

Map of Cavelossim India
Cavelossim
Town in India
Cavelossim is a census town in South Goa district in the state of Goa, India. The town hosts a well known beach at the southernmost tip of the Salcete beach stretch that starts from Majorda in the north to Cavelossim in the south. Wikipedia


















Cavelossim Beach Goa



Cavelossim is a census town in South Goa district in the state of Goa, India.
The town hosts a well known beach at the southernmost tip of the Salcete beach stretch that starts from Majorda in the north to Cavelossim in the south. The Sal river flows into the Arabian Sea at the south of this town.
This town was the original above of goddess Shri Shantadurga located at Kawlem, which is one of the largest temples in the state. The idol was taken from Cavelossim to Kawlem in Ponda taluka(Antruz Mhal) during the Portuguese inquisition of Goa. Chattrapati Shahu donated money to rebuild the temple at Kawlem, as a part of donations to rebuild various temples to deities that were moved during the inquisition.Nestled between Arabian Sea and River Sal, Cavelossim Beach is one of the topmost visited beaches in Goa. It is, in fact, the most beautiful as well. Cavelossim Beach along with Varca Beach is situated south of Benaulim. The beach is, indeed, the last settlement in Salceta (southwest).Beach features: Long and wide strip. The sand is very light, almost white. It is also very soft and fine. Here and there you can find sticky black lava rocks. From the East side the beach is surrounded by beautiful palm trees and casuarinas vegetation. The water here is warm and very clean. Pitfalls on the sea floor are rare. Christmas and New Year are the most important festivals which are celebrated with full swing through the Goa.


 
 

 Location: India, Goa state, South Goa, Salcette district, Cavelossim locality. The Cavelossim Beach is situated on the original peculiar peninsula formed by the passage of the River Sal, which flows into the Arabian Sea, between Varca Beach (7 km) in the north and Mobor Beach (3 km) in the south. The distance between the beach and Goa capital Panaji (or Panjim) is 50 km.Cavelossim one of the last major settlements in southwest Salcete is situated 11 km south of Colva.
Goa Cavelossim beach is filled with soft white sands and doted with black lava rocks at certain places. This beach is much bigger and cleaner and quieter than most of the famous beaches in Goa because of which it manages to attract many tourists, There are several beach shacks offering a variety of Goan dishes and seafood at reasonable price.
 

 
 

 

About The Beach 

 
 
 

Cavelossim Beach is situated between Sal river and Arabian Sea. It is one of the most beautiful beaches in GoaCavelossim Beach Goa offers pristine beauty to its visitors. Incredible weather and magnificent views coupled with traditional Goan delicacies are sure to make your trip to Goa a memorable one.Throughout the year the climate is very pleasant.The best time to visit the amazing Cavelossim beach comprises the months of November to March.
 
 It is surrounded by black lava rocks, which are the major attractions of the area. Moreover, the beach is the quietest of all. Thereby, honeymooners and other travelers would love to explore the sights of this beach in its serenity.The tourists can enjoy sun bathing on the beach. Dolphon trips and sunset cruises are among the other attractions at the Cavelossim Beach of Goa.
 

   Cavelossim Beach is ideal for shell collecting, strolling, or indulging in more active pursuits like renting a kayak or catamaran.Several activities are also part of traveling to this Cavelossim Beach in Goa. Tourists can enjoy Dolphin trips, sun bathing and sunset cruises on this beach. One can also enjoy viewing the paddy fields and spectacular views of River Sal. Also,. 
 
This beach is perfect for both intrepid explorer and casual traveler. Ideal for a romantic getaway, the place is also noted for its wonderful nightlife. Goans enjoy going out and it is not unusual to find families out for a night of merriment. In certain areas, almost every third house has a bar-cum-restaurant. The nightlife of Goa is an essential part of an average Goan's life.

Things To Do


 
Nature Seeing
Cavelossim Beach in Goa presents a kaleidoscopic view  of the river Sal, the paddy fields and soft sandy beach. The beach seems to be the best destination for enjoying the serenity of nature.Near the mouth of the river Sal one can see a lot of men collecting oysters, mussels and clams from the river silt during the low tide.
 
Water Sports and Other Activities
Different types of water sports. Fishing. Boat cruises. Watching dolphins.  Entertainment and informative tours and excursions around Goa. Some places offer water sports on the Sal River as well as a fishing trip in the sea, dolphin viewing or bird-watching.One can also try go karting near the seashore. Swimming zones are marked and are carefully supervised by lifeguards. There are facilities for Dolphin watching at Betty's Place as well as boat trips for Dolphin watching up river Sal
 
 Shopping
 
 Besides, the beach offers attractive shopping opportunities for the tourists. Shopping in Cavelossim Beach includes a wide array of Indian crafts and gift items. Tourists coming to the beach carry the crafts as souvenirs to their native land.  It is a great destination for shoppers. You can buy a wide variety of Indian handicrafts, local gifts items and artifacts from local shops. You can gift these as souvenirs to your relatives and friends.
 
Night Life
Goan night life is much better than the nightlife of any other big metro city of India. The nightlife here was started by the hippies who came here during the 70's. Since then, the nightlife in Goa has steadily increased and has gained much fame now.
 
 
 

Sight Seeing

 
 
Church of Cavelossim: The Church of Cavelossim dedicated to The Santa Cruz or Holy Cross, is not too complicated in its design, yet has a charm surrounding it. It has a simple and clean facade, and is almost a mixture of its parent church designs.
 
Margao: Margao, nestled on the banks of the River Sal, is considered the commercial and cultural capital of the state. It is the second largest city in Goa and the administrative headquarters of South Goa. Being amongst the oldest recorded towns in Goa, it gives an opportunity to peep into the history of the state. It has some of the most famous churches and is renowned for the huge Portuguese style mansions.
 
Mobor, 5 km (3 miles) south of Colva, is an idyllic spot, with its backdrop of hills and the pretty fishing village of Betul nestling near the Sal River. 
 
Goa Cabo De Rama:The Leela Beach Resort is located here. Cabo da Rama ("Cape Rama") the promontory just south of Betul,  Not far from Agonda beach is Cabo de Rama, untouched by most of the visitors in this region. The atmosphere of the fort creates a sense of history and drama that very few would fail to appreciate. The fort is named after Rama, hero of the Hindu epic Ramayana. According to the local legends, Rama stayed here with his wife Sita during the period of 12 year exile.. It has the ruins of a Hindu fortress that fell to the Portuguese in 1763.
 

Naval Aviation Museum, Dabolim: The Naval Aviation Museum showcases the history of Indian Naval Aviation, various aircrafts, weapons, sensors, safety equipment, rare photographs depicting Goa's liberation and artifacts. A multimedia games section is an added attraction. The museum is situated in the picturesque backdrop of the Bogmalo beach.

What to Eat and Drink 

 
 
There are numerous beach shacks offering a variety of Goan dishes and seafood at reasonable prices. There are several food joints around Dona Sylvia where you can get entire package of good food, good drink, and a pleasant service at quite reasonable rates
There are a number of multicuisine restaurants that specialize in seafood, Goan cuisine and grill vegetarian dishes. There are also many places to shop for books, trendy clothes and other souvenirs. They are offered by Shacks which are placed all alongside the beach. Deck-chairs and umbrellas are free. The food is tasty, delicious, varied and not so expensive. Fresh cool drinks are also offered here everywhere.
 

How to reach

Tourists willing to come to Cavelossim Beach can take a flight to Dabolim airport and thereafter take other road transports to reach the beach. People willing to come to beach by railways can reach Cavelossim through Margao Railway Station.

 

By Bus

Buses in Goa are operated by the Kadamba Transport Corporation and also by other Private Operators at regular intervals, connecting all places in Goa.

 By Train

The new coastal Konkan Railway route makes Goa more easily and quickly accessible from Mumbai, Delhi, Bangalore, Cochin & Thiruvananthapuram. Nearest railway station is Margao Railway Station.

By Bus
Goa is connected with Mumbai, Bangalore, Kochi, Delhi and Thiruvananthapuram (Trivandrum) by Indian Airlines and other private airlines. The nearest airport is Dabolim International Airport.
 

Where To Stay


  Travelers are free to travel to Cavelossim Beach of Goa throughout the year. However, the time between November and March is the best time of the year. You would get a number of top accommodations near the Cavelossim Beach. There are beach resorts, luxury hotels as well as economic hotels. Some of these include Holiday Inn Resort, Resort Dona, Sylvia, Leela Palace and Royal Resorts haathi Mahal. Even transportation would be comfortable as the beach is connected to all major places in the city.



Moreover, the beach possesses a number of luxury hotels and beach resorts. The tourists coming to the Cavelossim Beach at Goacan find accommodations in these hotels and resorts and make their stay at the beach  a memorable experience. Besides the luxury hotels, the beach also possesses a number of budget hotels. Furthermore, the beach is well connected with all the major locations.                             

 A favourite with Indian celebrities, Cavelossim has an enchanting 2 km (1.3 mile) stretch of sand. It also has a golf course, luxury resorts and excellent seafood restaurants, such as the Seaways Bar. The ornate Church of the Holy Cross, is situated in a pretty square.

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Saturday 2 January 2016

A dihydropyrrolizinyl oxindole







NOESY












General procedure for synthesis of compounds 7a–7c from the three-component reaction of isatins, proline and aroylacrylic acids: A mixture of isatin (1.0 mmol), proline (1.0 mmol) and aroylacrylic acid (1.0 mmol) in 4.0 mL aqueous ethanol (1:3) was heated in an oil bath to reflux temperature for 15 min. The resulting precipitates were collected by filtration and washed with cold ethanol to give analytically pure products 7. 7a: orange powder, 22%, mp 215–216 °C. 1H (500 MHz, DMSO-d6) and 13C NMR (125 MHz, DMSO-d6) data are given in Table 3. MS (m/z) (%): 462 (M+, 52), 435 (45), 405 (8), 353 (12), 317 (18), 289 (52), 208 (30), 173 (33), 127 (46), 75 (30), 41 (100); anal. calcd for C21H15BrСl2N2O (462.17): C 54.57; H 3.27; N 6.06; found: C 54.48; H 3.19; N 6.10.


The tentative mechanism for the formation of 7a is outlined in Scheme 3. First, the initially formed spiropyrrolizidine undergoes decarboxylation via ring opening of the spiro cycle. The subsequent enolization of the intermediate leads to the formation of the dihydropyrrolizinyl oxindole system.
[1860-5397-10-8-i3]
Scheme 3: Tentative reaction mechanism for the decarboxylative cyclative rearrangement of the initial three-component product.



For assigning structures of byproducts we carried out the reaction of isatins 1, aroylacrylic acids 5 and proline in a boiling mixture of EtOH and water, which resulted in the formation and isolation of compounds 7a–7c (Scheme 2). The unexpected structure of rearranged product 7a was confirmed by 1H, 13C and 2D NMR spectroscopy (Table 3).
[1860-5397-10-8-i2]
Scheme 2: The synthesis of compounds 7a–7c.

Table 3: 13C and 1H spectral data for compound 7a.
entryfunctional group13C1H
δ, ppmδ, ppmmultiplicityJ, Hz

11-NH10.59s
22-CO178.09
33-CH45.334.56s
43a-C (oxindole)134.06
54-CH (oxindole)127.557.05s
65-C (oxindole)113.56
76-CH (oxindole)130.777.33dd8.1; 2.2
87-CH (oxindole)111.576.80d8.1
97a-C (oxindole)142.21
105-C124.67
116-C120.38
127-CH99.695.30s
137a-C138.34
141-CH224.432.85–2.63m
152-CH227.312.43–2.27m
163-CH246.264.20–4.02, 3.90–3.70m
171-C Ar129.50
182-CH Ar129.877.82d1.8
193-C Ar133.12
204-C Ar131.63
215-CH Ar130.957.65d8.1
226-CH Ar128.447.55dd8.2; 1.8
The main feature of the 13C spectra of compounds 7a–7c is the absence of the signal of the 3C-spiro nucleus. The 1H NMR spectrum of compound 7a displays a singlet at 5.30 ppm for the 7-CH of the dihydropyrrolizinyl moiety, which shows a H,H-NOESY correlation with a singlet at 4.56 ppm (3-CH of the oxindole ring) and HMBCs with 7a-C at 138.34 ppm. The singlet at 4.56 ppm of 3-CH of the oxindole ring shows H,H-COSY and H,H-NOESY correlations with a singlet at 7.05 ppm of 4-CH (oxindole ring) and HMBCs with 2-CO at 178.09 ppm, 4-C at 127.55 ppm and 6-C at 120.38 ppm (Figure 7). The NH proton of the oxindole ring gives a singlet at 10.59 ppm.
[1860-5397-10-8-7]
Figure 7: The selected COSY, NOESY and HMBC correlations of the signals in the 1H and 13C NMR spectra of compound 7a.











see................http://www.beilstein-journals.org/bjoc/single/articleFullText.htm?publicId=1860-5397-10-8

The regioselective synthesis of spirooxindolo pyrrolidines and pyrrolizidines via three-component reactions of acrylamides and aroylacrylic acids with isatins and α-amino acids

Tatyana L. Pavlovskaya1, Fedor G. Yaremenko1,2, Victoria V. Lipson1,2,3Email of corresponding author, Svetlana V. Shishkina1, Oleg V. Shishkin1,3, Vladimir I. Musatov1 and Alexander S. Karpenko4
1State Scientific Institution “Institute for Single Crystals” of National Academy of Sciences of Ukraine, 60, Lenin ave., Kharkov, 61178, Ukraine
2Antidiabetic Drug Laboratory, State Institution “V.J. Danilevsky Institute of Problems of Endocrine Pathology at the Academy of Medical Sciences of Ukraine”, 10, Artem St., Kharkov, 61002, Ukraine
3Organic Chemistry Department, V.N. Karazin Kharkov National University, 4, Svobody Sq., 61077, Kharkov, Ukraine,
4A.V. Bogatsky physico-chemical institute of the National Academy of Sciences of Ukraine, 86, Lustdorfskaya doroga, 65080, Odessa, Ukraine
Email of corresponding author Corresponding author email     
This article is part of the Thematic Series "Multicomponent reactions II".
Guest Editor: T. J. J. Müller
Beilstein J. Org. Chem. 2014, 10, 117–126.








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