Catalyst-Enabled Chemodivergent Construction of Alkynyl- and Vinyl-Substituted Diarylmethanes from -Quinone Methides and Alkynes.
Construction chimiodivergente assistée par catalyseur de diarylméthanes alcynyl- et vinyl-substitués à partir de -méthides de quinone et d'alcynes.
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2019
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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.
Ici, une addition-1,6 chimiodivergente de -quinone méthides avec des alcynes, contrôlée par catalyseur, a été développée, permettant d'accéder à divers diarylméthanes alcynyl- et vinyl-substitués. Dans cette transformation, le cuivre a catalysé l'addition-1,6 directe des -QM avec des alcynes, tandis que le fer a favorisé la réaction à trois composants entre les -QM, les alcynes et les halogènes issus de sels de fer ou d'acide HX ajouté. Les caractéristiques marquantes de cette transformation comprennent une chimiosélectivité totalement contrôlable, des conditions douces, des catalyseurs peu coûteux et un large spectre de substrats.
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liu2019catalystenabledorganic
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| Authors | Liu, Zhenli;Xu, Haofeng;Yao, Tengfei;Zhang, Junliang;Liu, Lu; |
| Journal | Organic letters |
| Year | 2019 |
| DOI |
10.1021/acs.orglett.9b02810
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