Environmentally benign synthesis of β-hydroxy sulfides using cyclic carbonates catalyzed by large-pore zeolites

Green Chemistry Letters and Reviews

Volumn 5, Issue 1, 2012, Pages 19-26

  Upare, Pravin P ^a   Kinage, Anil K ^a   Shingote, Savita K ^a   Gupte, Sunil P ^a  

^a NATIONAL CHEMICAL LABORATORY   (India)

Author keywords

hydroxy sulfide; ethylene carbonate; propylene carbonate; thiophenol; zeolite

Indexed keywords

CARBONATE; CATALYST; CHEMICAL REACTION; CHEMISTRY; CHEMOSYNTHESIS; SULFIDE; ZEOLITE;

EID: 84858259449     PISSN: 17518253     EISSN: 17517192     Source Type: Journal    
DOI: 10.1080/17518253.2011.574295     Document Type: Article

References (32)

1. Corma, A. Chem. Rev. 1995, 95, (3)), 559 -614.
2. Shivarkar, A.B.; Gupte, S.P.; Chaudhari, R.V. Synlett 2006, 9, 1374 -1378.
3. Kinage, A.K.; Gupte, S.P.; Chaturvedi, R.K.; Chaudhari, R.V. Catal. Commun. 2008, 9, 1649 -1655.
4. Luly, J.R.; Yi, N.; Jeff, S.; Herman, S.; Jerome, C.; Thomas, J.P.; Jacob, J.P. J. Med. Chem. 1987, 30 (9), 1609 -1616.
5. Corey, E.J.; Clark, D.A.; Goto, G.; Marfat, A.; Mioskowski, C.; Samuelsson, B.; Hammarstroem, S. J. Am. Chem. Soc. 1980, 102, 1436 -1439.
6. Afiheli, C.G.; Kaye, P.T. Synth. Commun. 1996, 26, 4459 -4475.
7. Scwartz, A.; Madan, P.B.; Mohasci, E.O.; Brien, J.P.; Todaro, L.J.; Coffen, D.L. J. Org. Chem. 1992, 57, 851 -856.
8. Begue, J.-P.; Bonnet-Delpon, D.; Kornilov, A. Synthesis 1996, 529 -532.
9. Apparao, S.; Schmidt, R.R. Synthesis 1987, 896 -899.
10. Fringuelli, F.; Pizzo, F.; Tortoioli, S.; Vaccaro, L. Tetrahedron Lett. 2003, 44, 6785 -6787.
11. Fringuelli, F.; Pizzo, F.; Tortoioli, S.; Vaccaro, L. J. Org. Chem. 2003, 68, 8248 -8251.
12. Posner, G.H.; Rogers, D.Z. J. Am. Chem. Soc. 1977, 99, 8208 -8214.
13. Maiti, A.K.; Bhattacharyya, P. Tetrahedron 1994, 50, 10483 -10490.
14. Wu, J.; Xia, H.G. Green Chem. 2005, 7, 708 -710.
15. Chen, J.; Wu, H.; Jin, C.; Zhang, X.; Xie, Y.; Su, W. Green Chem. 2006, 8, 330 -332.
16. Fringuelli, F.; Pizzo, F.; Tortoioli, S.; Vaccaro, L. Green Chem. 2003, 5, 436 -440.
17. Lissel, M.; Schmidt, S.; Neumann, B. Synthesis -Stuttgart 1986, 382 -383.
18. Carlson, W.W. Process of hydroxyethylation. US Patent 2,448,767. September 7 1948
19. Takeuchi, H.; Kitajima, K.; Yamamoto, Y.; Mizuno, K. J. Chem. Soc., Perkin Trans. 2 1993, 2, 199 -203.
20. Crumbie, R.L.; Deol, B.S.; Nemorin, J.E.; Ridley, D.D. Aust. J. Chem. 1978, 31, 1965 -1980.
21. Holland, H.L.; Brown, F.M.; Barrett, F.; French, J.; Johnson, D.V. J. Ind. Microbiol. Biotechnol. 2003, 30, 292 -301.
22. Wielechowska, M.; Plenkiewicz, J. Tetrahedron: Asymmetry 2005, 16, 1199 -1205.
23. Derouane, E.G. J. Mol. Catal.: A: Chem. 1998, 134, 29 -45.
24. Clerici, M.G. Top. Catal. 2000, 13, 373 -386.
25. Selva, M.; Perosa, A.; Fabris, M. Green Chem. 2008, 10, 1068 -1077.
26. Perrin, D.D.; Dempsey, B.; Serjeant, E.P. pKa Prediction for Organic Acids and Bases; London, UK: Chapman & Hall, 1981.
27. Olson, D.H. J. Phys. Chem. 1970, 74, 2758 -2764.
28. Kaduk, J.A.; Faber, J. Rigaku J. 1995, 12, 14 -34.
29. Laborde-Boutet, C.; Joly, G.; Nicolaos, A.; Thomas, M.; Magnoux, P. Ind. Eng. Chem. Res. 2006, 45, 6758 -6764.
30. Fong, H.O.; Hardstaff, W.R.; Kay, D.G.; Langler, R.F.; Morse, R.H.; Sandoval, D.N. Can. J. Chem. 1979, 57, 1206 -1213.
31. Mathieu-Pelta, I.; Evans, S.A., Jr. J. Org. Chem. 1992, 57, 3409 -3413.
32. Sun, Y.-W.; Chen, K.-M.; Kwon, C.-H. Mol. Pharm. 2006, 3 (2), 161 -173.