Alkatrienyl Sulfoxides and Sulfones, VIII: Diels–Alder Reaction of 3‐Methylpenta‐1,2,4‐trienyl Phenyl Sulfoxide with Maleic Anhydride

Abstract

Regio‐and stereo‐selective Diels–Alder reaction of 3‐methylpenta‐1,2,4‐trienyl phenyl sulfoxide with maleic anhydride in the absence or presence of a Lewis acid as catalyst with formation of sulfinyl‐substituted benzofuran or norbornene cycloadducts, respectively, is described.

Keywords:

• 2‐benzofuran‐1,3‐dione
• Diels–Alder reaction
• norbornene
• 1‐sulfinylcyclopenta‐1,3‐diene
• vinylallenyl sulfoxide

Acknowledgment

Support from the Research Fund of the University of Shumen (Project Nos. 30/2005 and 17/2006) is acknowledged.