Synlett

Palladium-Catalyzed Synthesis of Free-NH Indole 2-Acetamides and Derivatives from Ethyl 3-(o-Trifluoroacetamidoaryl)-1-propargylic Carbonates

S Cacchi, G Fabrizi, E Filisti

Index: Cacchi, Sandro; Fabrizi, Giancarlo; Filisti, Eleonora Synlett, 2009 , # 11 p. 1817 - 1821

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Abstract

Abstract The reaction of ethyl 3-(o-trifluoroacetamidoaryl)-1-propargylic carbonates with primary or secondary amines in the presence of Pd 2 (dba) 3, dppf, and carbon monoxide in THF at 80 C provides ready access to free-NH indole 2-acetamides. The reaction can be applied to the synthesis of free-NH indole 2-acetic acid methyl esters.

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