Photoredox-catalyzed direct C(sp2)–H difluoromethylation of enamides or heterocycles with [bis(difluoroacetoxy)iodo]benzene

Literature Information

Publication Date 2021-08-24
DOI 10.1039/D1QO00995H
Impact Factor 5.281
Authors

Yun Zhao, Yan Zhang, Yating Liu, Tonghao Zhu


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Abstract

A photoredox-catalyzed direct C(sp2)–H difluoromethylation of enamides is accomplished by using easily accessible [bis(difluoroacetoxy)iodo]benzene as the CF2H source. Diverse (E)-β-difluoromethylated enamides are obtained in moderate to good yields by using this protocol under visible light irradiation. A range of sensitive functional groups can be compatible under these conditions. Additionally, C(sp2)–H difluoromethylation of heterocycles is demonstrated. Moreover, this method is applied in the gram-scale difluoromethylation of a non-steroidal anti-inflammatory drug piroxicam precursor.

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Organic Chemistry Frontiers
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