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Interrupting the Barton-McCombie Reaction: Aqueous Deoxygenative Trifluoromethylation of O -Alkyl Thiocarbonates.
- Source :
-
Organic letters [Org Lett] 2021 Feb 05; Vol. 23 (3), pp. 808-813. Date of Electronic Publication: 2021 Jan 14. - Publication Year :
- 2021
-
Abstract
- The site-selective trifluoromethylation of aliphatic systems remains an important challenge. This work describes a light-driven, copper-mediated trifluoromethylation of O -alkyl thiocarbonates. The reaction provides broad functional group tolerance (e.g., alkyne, alkene, phenol, free alcohol, electron-rich and -deficient arenes), thereby offering orthogonality and practicality for trifluoromethylation. A radical organometallic mechanism is proposed.
Details
- Language :
- English
- ISSN :
- 1523-7052
- Volume :
- 23
- Issue :
- 3
- Database :
- MEDLINE
- Journal :
- Organic letters
- Publication Type :
- Academic Journal
- Accession number :
- 33443440
- Full Text :
- https://doi.org/10.1021/acs.orglett.0c04039