Published February 1, 2019
| Version Supplemental Material
Journal Article
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Mn-Mediated Electrochemical Trifluoromethylation/C(sp^2)–H Functionalization Cascade for the Synthesis of Azaheterocycles
Creators
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1.
Peking University
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2.
California Institute of Technology
Abstract
A general electrohemical strategy for the combined trifluoromethylation/C(sp^2)–H functionalization using Langlois' reagent as the CF_3 source under oxidant-free conditions was developed. Using Mn salts as the redox mediator, this method provides an efficient and sustainable means to access a variety of functionalized heterocycles bearing a CF_3 moiety. Detailed mechanistic studies are consistent with the formation of CF_3-bound high oxidation state Mn species, suggesting a transition-metal-mediated CF_3 transfer mechanism for this trifluoromethylation/C(sp^2)–H functionalization process.
Additional Information
© 2019 American Chemical Society. Received: December 16, 2018; Publication Date (Web): January 23, 2019. Accession Codes: CCDC 1885350 and 1890462 contain the supplementary crystallographic data for this paper. The project was supported by the Natural Science Foundation of China (Grants 21772003). We also thank the "1000-Youth Talents Plan" and Peking University for start-up funds. The authors declare no competing financial interest.Attached Files
Supplemental Material - ol8b04010_si_001.pdf
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ol8b04010_si_001.pdf
Additional details
Additional titles
- Alternative title
- Mn-Mediated Electrochemical Trifluoromethylation/C(sp2)–H Functionalization Cascade for the Synthesis of Azaheterocycles
Identifiers
- Eprint ID
- 92424
- Resolver ID
- CaltechAUTHORS:20190123-102807445
Funding
- National Natural Science Foundation of China
- 21772003
- 1000 Young Talents Program
- Peking University
Dates
- Created
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2019-01-23Created from EPrint's datestamp field
- Updated
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2021-11-16Created from EPrint's last_modified field