Remote C(sp<sup>3</sup>)–H Carboxylation with CO<sub>2</sub> via Visible-Light-Catalyzed 1,5-Hydrogen Atom Transfer
The direct carboxylation of C(sp<sup>3</sup>)-H bonds with CO<sub>2</sub> represents a challenging but highly attractive strategy in organic synthesis. In this study, we presented a visible-light-catalyzed strategy for carboxylating remote C(sp<sup>3</sup>)-H bonds with CO<sub>2</sub> 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 CO<sub>2</sub>, thereby enabling access to a variety of tertiary and quaternary carboxylic acids in moderate to good yields.
Authors
- Yuxi Ren
- Fanyuanhang Yang
- Yuzhen Gao (ORCID: https://orcid.org/0000-0002-2690-7407)
- Xiaoyu Lin (ORCID: https://orcid.org/0000-0001-7645-3370)
- Weiping Su (ORCID: https://orcid.org/0000-0001-5695-6333)
- Haoran Huang (ORCID: https://orcid.org/0000-0003-2176-1899)
Institutions
- Chinese Academy of Sciences (CN)
- ShanghaiTech University (CN)
- Fujian Institute of Research on the Structure of Matter (CN)
- Tan Kah Kee Innovation Laboratory (CN)
- University of Chinese Academy of Sciences (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-12-13
- DOI
- https://doi.org/10.1021/acs.orglett.4c04294
- Citations
- 11
- Primary Topic
- Carbon dioxide utilization in catalysis
- Type
- article
- Field-Weighted Citation Impact
- 1.96
Funders
- National Natural Science Foundation of China
- National Key Research and Development Program of China