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A Chlorinating Reagent Yields Vinyl Chlorides with High Regioselectivity under Heterogeneous Gold Catalysis

Shengzong Liang, Rene Ebule, Gerald B. Hammond* and Bo Xu*

*University of Louisville, Louisville, Kentucky 40292, United States; Donghua University, Shanghai 201620, China, Email: gb.hammondLouisville.edu, bo.xudhu.edu.cn

S. Liang, R. Ebule, G. B. Hammond, B. Xu, Org. Lett., 2017, 19, 4524-4527.

DOI: 10.1021/acs.orglett.7b02101 (free Supporting Information)


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Abstract

A commercial nanogold catalyst enables a highly regioselective hydrochlorination of unactivated alkynes using a novel chlorinating reagent with a high concentration of HCl without overchlorination or hydration. The reaction tolerates various functional groups and can be conducted under open air.

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Key Words

vinyl chlorides


ID: J54-Y2017