The conversion of 2-(4-chloro-5H-1, 2, 3-dithiazolylideneamino) benzonitriles into 3-aminoindole-2-carbonitriles using triphenylphosphine

SS Michaelidou, PA Koutentis

Index: Michaelidou, Sophia S.; Koutentis, Panayiotis A. Tetrahedron, 2009 , vol. 65, # 40 p. 8428 - 8433

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Citation Number: 17

Abstract

2-(4-Chloro-5H-1, 2, 3-dithiazolylideneamino) benzonitrile 1a reacts with triphenylphosphine (4equiv) in the presence of water (2equiv) to afford anthranilonitrile 2a, 3- aminoindole-2-carbonitrile 3a and (2-cyanoindol-3-yl) iminotriphenylphosphorane 4a, together with triphenylphosphine sulfide and oxide. The use of polymer bound triphenylphosphine provides cleaner reaction mixtures. 2-(4-Chloro-5H-1, 2, 3- ...