A novel method for the synthesis of specifically substituted cycloheptatrienes

Abstract

Abstract A novel method has been developed for the synthesis of substituted cycloheptatrienes, involving the cycloaddition of substituted cyclopropenes to substituted thiophene 1,1‐dioxides followed by expulsion of sulfur dioxide from the cycloadduct. The scope and limitations of the reaction have been investigated and its mechanism is discussed. Attempts to extend this reaction principle to the synthesis of 1‐heterocycloheptatrienes were unsuccessful.