Ag <sub>2</sub> O/TBAI Initiated Nucleophilic Difluoromethylation of Carbonyl Compounds with Me <sub>3</sub> SiCF <sub>2</sub> H
The direct nucleophilic difluoromethylation of carbonyl compounds with Me<sub>3</sub>SiCF<sub>2</sub>H initiated by Ag<sub>2</sub>O/TBAI at room temperature is described. The moisture-tolerant method enables difluoromethylation of a broad range of carbonyl compounds (including aldehydes, ketones, and imides), affording structurally diverse α-CF<sub>2</sub>H carbinols in good to excellent yields. Control experiments confirmed that <i>in situ</i>-generated TBAOH is the actual initiator for Me<sub>3</sub>SiCF<sub>2</sub>H activation.
Authors
- Dingben Chen (ORCID: https://orcid.org/0000-0003-3048-570X)
- Dongdong Cao (ORCID: https://orcid.org/0000-0002-2031-9321)
- Ling Huang (ORCID: https://orcid.org/0000-0002-4255-0292)
- Min Kou
- Yan-Ting Lin (ORCID: https://orcid.org/0000-0002-9893-5095)
- Qingqing Yang (ORCID: https://orcid.org/0000-0003-3036-027X)
- Mingyu Liang
- Zhiheng Chen (ORCID: https://orcid.org/0009-0007-7180-8655)
- Erqiang Zhao
Institutions
- Zhejiang Sci-Tech University (CN)
- Zhejiang Hisun Pharmaceutical (China) (CN)
- Taizhou University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-11-13
- DOI
- https://doi.org/10.1021/acs.orglett.5c04058
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00