A Novel Transformation of Esters to Alkynes with 1-Substituted Benzotriazoles

AR Katritzky, J Wang, N Karodia…

Index: Katritzky, Alan R.; Wang, Jin; Karodia, Nazira; Li, Jianqing Journal of Organic Chemistry, 1997 , vol. 62, # 12 p. 4142 - 4147

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Citation Number: 32

Abstract

Reactions of lithio benzotriazol-1-yl derivatives 2, 11, and 25 with aromatic and aliphatic esters 3, 12, and 26 gave α-(benzotriazol-1-yl) ketones 4, 13, and 27, respectively, in high yields. Alternatively, α-(benzotriazol-1-yl) ketones 22 can be accessed by the reaction of α- (benzotriazol-1-yl) esters 20 with Grignard reagents. Condensation of 4, 13, 22, and 27 with (p-toluenesulfonyl) hydrazine provided p-tosylhydrazones 5, 14, 21, and 28. Treatment of ...

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