4.4 Article

An efficient method for chlorination of alcohols using PPh3/Cl3CCONH2

Journal

TETRAHEDRON LETTERS
Volume 47, Issue 38, Pages 6821-6823

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2006.07.060

Keywords

chlorination; alcohols; triphenylphosphine; trichloroacetamide

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A new and convenient method for the chlorination of alcohols utilizing PPh3/Cl3CCONH2 is addressed. Various alcohols could smoothly be converted into their corresponding alkyl chlorides in high yield under mild conditions with short reaction times. A mechanism is disclosed with the evidence of inversion of configuration of the analogous alkyl chloride derived from R-(-)-2-octanol. (c) 2006 Elsevier Ltd. All rights reserved.

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