Tetrahedron

3-(o-Trifluoroacetamidoaryl)-1-propargylic esters: common intermediates for the palladium-catalyzed synthesis of 2-aminomethyl-, 2-vinylic, and 2-alkylindoles

I Ambrogio, S Cacchi, G Fabrizi, A Prastaro

文献索引：Ambrogio, Ilaria; Cacchi, Sandro; Fabrizi, Giancarlo; Prastaro, Alessandro Tetrahedron, 2009 , vol. 65, # 44 p. 8916 - 8929

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被引用次数: 28

摘要

3-(o-Trifluoroacetamidoaryl)-1-propargylic esters have been used as common synthetic intermediates for the preparation of a variety of 3-unsubstituted 2-substituted indoles. Treating ethyl 3-(o-trifluoroacetamidoaryl)-1-propargylic carbonates unsubstituted or containing an aryl substituent at the propargylic carbon with piperazines and Pd (PPh3) 4 in THF at 80° C affords 2-(piperazin-1-ylmethyl) indoles in excellent yields. Good to excellent ...