Remote C(sp3)–H Carboxylation with CO2 via Visible-Light-Catalyzed 1,5-Hydrogen Atom Transfer

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-12-13 DOI:10.1021/acs.orglett.4c04294

Haoran Huang, Xiaoyu Lin, Fanyuanhang Yang, Yuxi Ren, Yuzhen Gao, Weiping Su

引用次数: 0

Abstract

The direct carboxylation of C(sp³)–H bonds with CO₂ represents a challenging but highly attractive strategy in organic synthesis. In this study, we presented a visible-light-catalyzed strategy for carboxylating remote C(sp³)–H bonds with CO₂ via aryl radical induced 1,5-hydrogen atom transfer. This transformation involves generating alkyl radicals via 1,5-hydrogen atom transfer from aryl radicals, forming alkyl carbanions as key intermediates, and a subsequent nucleophilic attack with CO₂, thereby enabling access to a variety of tertiary and quaternary carboxylic acids in moderate to good yields.

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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.