Convenient procedure for converting 1, 3-dithiolane-2-thiones into 1, 3-dithiolan-2-ones
M Barbero, I Degani, S Dughera, R Fochi…
Index: Barbero, Margherita; Degani, Iacopo; Dughera, Stefano; Fochi, Rita; Piscopo, Laura Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 3 p. 289 - 294
Full Text: HTML
Citation Number: 0
Abstract
1, 3-Dithiolan-2-ones have been obtained by reaction of 1, 3-dithiolane-2-thiones and epoxides in the presence of HBF4· Et2O. The reactions, carried out in anhydrous CH2CL2 at 0–5° C→ room temperature (Procedure A) or in anhydrous chlorobenzene at 0–5-→ 80° C (Procedure B), gave product yields of 63–95%. By Procedure B it was also possible to isolate the intermediates 1-oxa-4, 6, 9-trithiaspiro [4.4] nonanes in good yields (66–85%). ...
Related Articles:
[Sugawara, Akira; Sato, Tsukasa; Sato, Ryu Bulletin of the Chemical Society of Japan, 1989 , vol. 62, # 1 p. 339 - 341]
[Motokucho, Suguru; Takeuchi, Daisuke; Sanda, Fumio; Endo, Takeshi Tetrahedron, 2001 , vol. 57, # 33 p. 7149 - 7152]
[Taguchi, Yoichi; Yanagiya, Koshin; Shibuya, Isao; Suhara, Yasuo Bulletin of the Chemical Society of Japan, 1987 , vol. 60, # 2 p. 727 - 730]
[Motokucho, Suguru; Takeuchi, Daisuke; Sanda, Fumio; Endo, Takeshi Tetrahedron, 2001 , vol. 57, # 33 p. 7149 - 7152]
[Clegg, William; Harrington, Ross W.; North, Michael; Villuendas, Pedro Journal of Organic Chemistry, 2010 , vol. 75, # 18 p. 6201 - 6207]