Tetrahedron Letters

An expedient synthesis of poly-substituted 1-arylisoquinolines from δ-ketonitriles via indium-mediated Barbier reaction protocol

SH Kim, HS Lee, KH Kim, JN Kim

Index: Kim, Sung Hwan; Lee, Hyun Seung; Kim, Ko Hoon; Kim, Jae Nyoung Tetrahedron Letters, 2009 , vol. 50, # 47 p. 6476 - 6479

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Citation Number: 20

Abstract

We developed an efficient synthetic strategy of poly-substituted 1-arylisoquinolines via an indium-mediated Barbier type allylation from δ-ketonitriles. Initial attack of allylindium species occurred at the nitrile group selectively to form the enamine intermediate, which reacted with the ketone group intramolecularly to furnish the isoquinolines.

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