4.4 Article

InBr3-Et3N promoted alkynylation of aldehydes and N,O-acetals under mild conditions:: facile and simple preparation of propargylic alcohols and amines

Journal

TETRAHEDRON LETTERS
Volume 44, Issue 22, Pages 4171-4174

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(03)00931-6

Keywords

indium tribromide; alkynylation; propargylic alcohol; propargylic amine; N,O-acetal

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The use of a novel InBr3-Et3N reagent system to promote addition reactions of 1-alkynes not only with a variety of aromatic or bulky aliphatic aldehydes but also with N,O-acetals is described. The corresponding propargylic alcohols or amines are produced in good to excellent yields. (C) 2003 Elsevier Science Ltd. All rights reserved.

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