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烯烃的二氟乙酸氢二氟甲基化反应。

Hydrodifluoromethylation of Alkenes with Difluoroacetic Acid.

机构信息

University of Oxford, Chemistry Research Laboratory, 12 Mansfield Road, Oxford, OX1 3TA, UK.

Discovery Chemistry, Janssen Research and Development, 45007, Toledo, Spain.

出版信息

Angew Chem Int Ed Engl. 2019 Jun 24;58(26):8829-8833. doi: 10.1002/anie.201903801. Epub 2019 May 24.

Abstract

A facile method for the regioselective hydrodifluoromethylation of alkenes is reported using difluoroacetic acid and phenyliodine(III) diacetate in tetrahydrofuran under visible-light activation. This metal-free approach stands out as it uses inexpensive reagents, does not require a photocatalyst, and displays broad functional group tolerance. The procedure is also operationally simple and scalable, and provides access in one step to high-value building blocks for application in medicinal chemistry.

摘要

本文报道了一种在四氢呋喃中通过可见光激活二氟乙酸和苯碘酰二乙酸酯实现烯烃区域选择性氢二氟甲基化的简便方法。该无金属方法的特点是使用廉价试剂、不需要光催化剂、并且具有广泛的官能团耐受性。该方法操作简单,可规模化,并可一步合成用于药物化学的高价值砌块。

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