Synthesis and Reaction of α??Dithiolactone

T Shigetomi, H Soejima, Y Nibu, K Shioji…

Index: Shigetomi, Toshiyuki; Soejima, Hiroe; Nibu, Yoshinori; Shioji, Kosei; Okuma, Kentaro; Yokomori, Yoshinobu Chemistry - A European Journal, 2006 , vol. 12, # 29 p. 7742 - 7748

Full Text: HTML

Citation Number: 22

Abstract

Abstract Treatment of di-tert-butylthioketene S-oxide (5 a) with Lawesson reagent at room temperature resulted in the formation of 3, 3-di-tert-butylthiirane-2-thione (4 a) in high yield. The oxidation of 4 a with mCPBA (mCPBA= m-chloroperbenzioc acid) gave 3, 3-di-tert- butylthiirane-2-thione S-oxide (6) almost quantitatively. The reactions of 4 a with dimethyl acetylenedicarboxylate (DMAD) and benzyne afforded dimethyl 2-(2, 2, 4, 4- ...