Synthesis of 4-Hydroxy-1H-indole-2-carbonitrile via a Vinylnitrene Cyclization

Richard E. Adams The R. W. Johnson Pharmaceutical Research Institute Raritan, New Jersey, 08869-0602

Jeffery B. Press The R. W. Johnson Pharmaceutical Research Institute Raritan, New Jersey, 08869-0602

Edward G. Degan The R. W. Johnson Pharmaceutical Research Institute Raritan, New Jersey, 08869-0602

Abstract

Literature methods to prepare 1 failed and a reaction sequence was developed to prepare 4-hydroxy-1H-indole-2-carbonitrile (1) by means of an azide decomposition to form the indole ring. The 2-cyano functionality could not be introduced directly but was derived by functionalization of an ester.

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Synthesis of 4-Hydroxy-1H-indole-2-carbonitrile via a Vinylnitrene Cyclization

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Synthesis of 4-Hydroxy-1H-indole-2-carbonitrile via a Vinylnitrene Cyclization

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