Synthesis of <i>gem</i>-Difluoroalkenes via Cobalt-Catalyzed Alkylation of α-Trifluoromethyl Alkenes with α-Chloro Esters
Cobalt-catalyzed alkylation of α-trifluoromethyl alkenes with α-chloro esters has been developed. This reaction provides an efficient approach for the synthesis of <i>gem</i>-difluoroalkenes featuring a broad substrate scope and good yields under mild conditions. The practical applicability has been shown by the gram-scale synthesis and subsequent derivatization of the products. Furthermore, the preliminary mechanistic studies demonstrated that cobalt promotes the generation of alkyl zinc reagents from zinc powder and α-chloro esters, which attack the α-trifluoromethyl alkenes and ultimately yield the target products.
Authors
- Yan‐En Wang (ORCID: https://orcid.org/0000-0001-7039-0495)
- Jianyou Mao (ORCID: https://orcid.org/0000-0003-0581-3978)
- Dan Xiong (ORCID: https://orcid.org/0000-0002-2685-6240)
- Zheng-Hui Li (ORCID: https://orcid.org/0000-0003-1284-0288)
- Congcong Bai
- Lei Xu
- Hongwei Bai (ORCID: https://orcid.org/0009-0003-6623-7414)
Institutions
- Hebei Agricultural University (CN)
- Nanjing Tech University (CN)
- Universidad de Oriente (VE)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-10-08
- DOI
- https://doi.org/10.1021/acs.joc.5c01194
- Citations
- 1
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.79