Tetrahedron

Synthesis of carbazoles by dehydro Diels–Alder reactions of ynamides

MF Martínez-Esperón, D Rodríguez, L Castedo, C Saá

Index: Martinez-Esperon, M. Fernanda; Rodriguez, David; Castedo, Luis; Saa, Carlos Tetrahedron, 2008 , vol. 64, # 17 p. 3674 - 3686

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Citation Number: 40

Abstract

A new approach to carbazoles and benzannulated carbazoles by means of intramolecular dehydro Diels–Alder of ynamides is reported. N-(o-Ethynyl) aryl ynamides and N-(o-ethynyl) arylynamides were prepared in a few steps starting from o-iodoaniline. Thermal cycloaddition of N-(o-ethynyl) aryl ynamides and N-(o-ethynyl) arylynamides affords carbazoles and benzannulated and heteroannulated carbazoles in moderate-to-good ...