Pyrrole Studies. Part 40.¹ Synthesis of 2- and 3-Substitoted 1-Methylindoles from Vinylpyrroles.

Abstract

4-Substituted-2-vinylpyrroles are more reactive than 2-substituted-4-vinylpyrroles in their reaction with DMAD to yield, respectively, 6/7- and 4,5-dihydroindoles, which are readily dehydrogenated to give indoles possessing electron-withdrawing substitutents at the 3- and 2-positions.