Photoinduced Iron-Catalyzed Decarboxylation/Isomerization of gem-Difluoroallyl Carboxylic Acid to Access Vinyl Difluoromethylene Units

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-03-28 DOI:10.1021/acs.orglett.5c01050

Shi-Yu Li, Xin-Guang Li, Wen-Qian Li, Jun Xu, Qi Zhang, Hua-Jian Xu

引用次数: 0

Abstract

Vinyl difluoromethylene units (−CF−) significantly enhance the bioactivity and physical and chemical properties of compounds. Despite recent advances in introducing vinyl difluoromethylene units, radical-mediated formation of these motifs remains largely unexplored. A novel serial catalytic strategy for selective defluoroalkylation of trifluoromethyl alkenes has been developed, utilizing photocatalytic defluorocarboxylation followed by photoinduced iron-catalyzed decarboxylation/isomerization. The defluoroalkylation reaction involves generating difluoroallyl radicals, tautomerizing to vinyl difluoromethylene radicals, and proceeding through radical addition and alkylation.

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.