Tetrahedron letters

Mixed copper, zinc 2-amino benzylic organometallics as efficient reagents for the synthesis of heterocycles

HG Chen, C Hoechstetter, P Knochel

Index: Chen, Gu Huai; Hoechstetter, Craig; Knochel, Paul Tetrahedron Letters, 1989 , vol. 30, # 36 p. 4795 - 4798

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Citation Number: 42

Abstract

Abstract The mixed copper, zinc benzylic organometallics 1a–1c react efficiently with various electrophiles. By the reaction with acyl chlorides, highly functionalized 2-substituted indoles are produced. The treatment of 1a with allylic bromides, 3-iodo-cyclohexenone and ethyl propiolate furnishes polyfunctionalized anilines. Several of them could be converted into five- or seven-membered heterocycles.