A high yielding, one-pot synthesis of O,S-dialkyl dithiocarbonates from alcohols using Mitsunobu's reagent

Tetrahedron Letters

Volumn 48, Issue 1, 2007, Pages 149-151

  Chaturvedi, Devdutt ^a   Ray, Suprabhat ^a  

^a CENTRAL DRUG RESEARCH INSTITUTE   (India)

Author keywords

Alcohols; Carbon disulfide; Dithiocarbonates; Mitsunobu's reagent; Thiocarbamation

Indexed keywords

ALCOHOL DERIVATIVE; CARBON; CARBONIC ACID DERIVATIVE; DISULFIDE;

ARTICLE; COMPARATIVE STUDY; MITSUNOBU REACTION; QUANTUM YIELD; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

EID: 33751526431     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.10.149     Document Type: Article

References (38)

1. Barton D.H.R., Chen M., Jaszberenyi J.C., Rattingan B., and Tang D. Tetrahedron Lett. 35 (1994) 6457-6460
2. Barton D.H.R., Jang D.O., and Jaszberenyi J.C. Tetrahedron Lett. 31 (1990) 4681-4684
3. Barton D.H.R., Jang D.O., and Jaszberenyi J.C. Tetrahedron Lett. 32 (1991) 2569-2572
4. Hartwig W. Tetrahedron 39 (1983) 2609-2645
5. Barton D.H.R., and Motherwell W.B. Pure Appl. Chem. (1981) 1-21
6. Isola M., Ciuffarin E., and Sangromora L. Synthesis (1976) 326-327
7. Degani I., Fochi R., and Regondi V. Synthesis (1981) 149-151
8. Baker R., Mahony M., and Swain C.J. J. Chem. Soc., Perkin Trans. 1 (1987) 1623-1627
9. Chugaev L. Chem. Ber. 32 (1899) 3332-3337
10. Nace H.R. Org. React. 12 (1962) 57-101
11. Barton D.H.R., and Combie S.W. J. Chem. Soc., Perkin Trans. 1 (1975) 1574-1586
12. Degani I., Fochi R., and Regondi V. Synthesis (1979) 178-180
13. Tanaka K., Yamagichi N., Tanikaga R., and Kaji A. Bull. Soc. Chem. Jpn. 52 (1976) 3619-3627
14. Okatawa M., Nakai T., Otsuji Y., and Imoto E. J. Org. Chem. 30 (1965) 2025-2030
15. Curran D.P. Synthesis (1988) 417-439 and 489-513
16. Ferrier R.J., and Vethavisar N. J. Chem. Soc., Chem. Commun. (1970) 1385-1386
17. Baldwin J.E., and Holfe G.A. J. Am. Chem. Soc. 93 (1971) 6307-6308
18. Nakai T., and Ari-Izumi A. Tetrahedron Lett. 27 (1976) 2335-2338
19. Alexander B.H., Gertler S.I., Oda T.A., Bown R.T., Ihndris R.W., and Beroza M. J. Org. Chem. 25 (1960) 626-632
20. Dunn A.D., and Rudorf W. Carbon Disulfide in Organic Chemistry (1989), Ellis Haward, Chichester p 316
21. Meurling P., Sjoberg K., and Sjoberg B. Acta Chem. Scand. 26 (1972) 279-284
22. Mori T., and Taguchi T. Synthesis (1975) 469-471
23. Degani I., Forki R., and Sunti M. Synthesis (1977) 873-875
24. Chenvert R., Paquin R., and Rodrigue A. Synth. Commun. 11 (1981) 817-821
25. Chaturvedi D., Kumar A., and Ray S. Synth. Commun. 32 (2002) 2651-2656
26. Chaturvedi D., and Ray S. Lett. Org. Chem. 2 (2005) 742-744
27. Chaturvedi D., and Ray S. J. Sulfur Chem. 26 (2005) 365-371
28. Chaturvedi D., and Ray S. Monatsh. Chem. 137 (2006) 201-206
29. Chaturvedi D., and Ray S. Monatsh. Chem. 137 (2006) 311-317
30. Chaturvedi D., and Ray S. Monatsh. Chem. 137 (2006) 459-463
31. Chaturvedi D., and Ray S. Monatsh. Chem. 137 (2006) 465-469
32. Chaturvedi D., and Ray S. J. Sulfur Chem. 27 (2006) 265-270
33. Chaturvedi D., and Ray S. Monatsh. Chem. 137 (2006) 1219-1223
34. Chaturvedi, D.; Mishra, N.; Mishra, V.; Monatsh. Chem. 137, in press.
35. Chaturvedi, D.; Mishra, N.; Mishra, V. Chin. Chem. Lett. 17, in press.
36. Chaturvedi D., Kumar A., and Ray S. Tetrahedron Lett. 44 (2003) 7637-7639
37. Chaturvedi D., and Ray S. Tetrahedron Lett. 47 (2006) 1307-1309
38. 3): ...