Tetrahedron

Domino rhodium (I)-catalysed reactions for the efficient synthesis of substituted benzofurans and indoles

A Boyer, N Isono, S Lackner, M Lautens

Index: Boyer, Alistair; Isono, Naohiro; Lackner, Sebastian; Lautens, Mark Tetrahedron, 2010 , vol. 66, # 33 p. 6468 - 6482

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Citation Number: 47

Abstract

Rhodium (I) catalysts promote the transformation of o-alkynyl phenols and anilines to the corresponding benzo [b] furans and indoles. The reaction is postulated to proceed via a transient 3-rhodium heterocycle intermediate, which can be trapped with suitable electrophiles to give poly-substituted heterocycles. In the case of mono-substituted electron- withdrawn electrophiles, excellent yield and selectivity for conjugate addition versus Heck ...