Rhodium-Catalyzed Synthesis of Sulfur Ylides via in Situ Generated Iodonium Ylides

Abstract

A convenient strategy for the synthesis of sulfur ylides via rhodium-catalyzed coupling of in situ generated iodonium ylides with sulfides or sulfoxides has been developed. A wide range of sulfur ylides were obtained in moderate to good yields from inexpensive sulfur compounds and active methylene compounds with a short reaction time (MW, 5–10 min) or 12–16 h at rt. Furthermore, these sulfoxonium ylides were used as novel acceptor/acceptor carbenes for N–H insertion reactions.