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

Org Lett

School of Chemistry and Molecular Engineering , East China Normal University, 500 Dongchuan Road , Shanghai 200241 , P.R. China.

Published: September 2019

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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http://dx.doi.org/10.1021/acs.orglett.9b02810DOI Listing

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