Tetrahedron letters

New persubstituted 1, 3, 5-trisethynyl benzenes via Sonogashira coupling

G Hennrich, AM Echavarren

Index: Hennrich, Gunther; Echavarren, Antonio M. Tetrahedron Letters, 2004 , vol. 45, # 6 p. 1147 - 1149

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Citation Number: 16

Abstract

Starting from 1, 3, 5-trifluoro-2, 4, 6-triiodobenzene, selective Sonogashira coupling gave trisalkynylbenzenes, which can be further functionalized making use of the reactive fluorine substituents on the benzene core. Along the way, a conceivably trivial deprotection step unexpectedly led to a pentasubstituted benzene derivative the structure of which was revealed by X-ray crystallography.