2005•Organic LettersRequires access

Phosphine-Triggered Complete Chemo-Switch: From Efficient Aldehyde−Alkyne−Amine Coupling to Efficient Aldehyde−Alkyne Coupling in Water

Xiaoquan Yao, Chao‐Jun Li

Abstract

[reaction: see text] A phosphine ligand served as a remarkable chemo-switch for the silver-catalyzed reaction of alkynes with aldehydes in the presence of amines in water. Exclusive aldehyde-alkyne-amine coupling product was observed in the absence of phosphine, whereas in the presence of a phosphine ligand, exclusive aldehyde-alkyne coupling product was obtained.

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Key concepts: Alkyne, Aldehyde, Phosphine, Chemistry, Ligand (biochemistry), Amine gas treating, Coupling reaction, Organic chemistry