Tetrahedron

Synthesis of 1, 2, 3, 4-tetrahydrocarbazoles and related tricyclic indoles

TL Scott, N Burke, G Carrero-Martínez, BCG Söderberg

Index: Scott, Tricia L.; Burke, Nicholas; Carrero-Martinez, Grissell; Soederberg, Bjoern C.G. Tetrahedron, 2007 , vol. 63, # 5 p. 1183 - 1190

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Citation Number: 12

Abstract

Reduction of 2-(2-nitrophenyl)-2-cyclohexene-1-ones using palladium on carbon under 1atm of hydrogen gas at ambient temperature affords 1, 2, 3, 4-tetrahydrocarbazoles in excellent isolated yields. The starting materials were prepared by intermolecular Stille coupling of 2-iodo-2-cyclohexen-1-ones with 2-(tributylstannyl)-1-nitrobenzenes.