Convenient Synthesis of 3-- and 3-Alkyl-Substituted 3-Sulfolenes

Article abstract of DOI:10.1021/jo00278a028

3-<1-(Phenylthio)alkyl>-3-sulfolenes (5) were conveniently synthesized by a sequence of mesylation, elimination, and Michael addition reactions of 4-hydroxyalkylated 2-sulfolenes (2), which were prepared regioselectively via ultrasound-promoted allylzincation of 4-bromo-2-sulfolene (1). 3-Alkyl-3-sulfolenes were synthesized from desulfurization of 5.The application of the sequence was exemplified with the simple synthesis of α-myrcene.