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Transition-Metal-Free Alkynylation of Aryl Chlorides

Thanh Truong and Olafs Daugulis*

*Department of Chemistry, University of Houston, Houston, Texas 77204-5003, United States, Email:

T. Truong, O. Daugulis, Org. Lett., 2011, 13, 4172-4175.

DOI: 10.1021/ol2014736 (free Supporting Information)

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The use of TMPLi base in a pentane/THF mixture at 25C or use of a metal alkoxide base in dioxane at elevated temperature enable base-mediated, transition-metal-free alkynylations of aryl chlorides that proceed via benzyne intermediates. Fluoro, trifluoromethyl, silyl, cyano, and alcohol functionalities are compatible with the reaction conditions.

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Key Words


ID: J54-Y2011-2260