Catalyst-Enabled Chemodivergent Construction of Alkynyl- and Vinyl-Substituted Diarylmethanes from -Quinone Methides and Alkynes.

Catalyst-Enabled Chemodivergent Construction of Alkynyl- and Vinyl-Substituted Diarylmethanes from -Quinone Methides and Alkynes.

Liu, Zhenli;Xu, Haofeng;Yao, Tengfei;Zhang, Junliang;Liu, Lu;
Organic letters 2019 Vol. 21 pp. 7539-7543
538
liu2019catalystenabledorganic

Abstract

Here, a catalyst-controlled chemodivergent 1,6-addition of -quinone methides with alkynes was developed, affording diverse alkynyl- and vinyl-substituted diarymethanes. In this transformation, copper catalyzed the direct 1,6-addition of -QMs with alkynes, while iron promoted the three components reaction of -QMs, alkynes, and halogens from iron salts or added HX acid. The salient features of this transformation include completely controllable chemoselectivity, mild conditions, inexpensive catalysts, and good substrates scopes.

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ID: 50179
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10.1021/acs.orglett.9b02810
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