Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 61, Issue 44, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202212201
Keywords
Cyclopropanols; Energy Transfer Photocatalysis; Homogeneous Catalysis; Reaction Mechanisms; Synthetic Methods
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Funding
- NSFC [21901191]
- Fundamental Research Funds for the Central Universities [413000103]
- Wuhan University
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In this study, photocatalyzed cascade reactions between readily available cyclopropanols and alpha-trifluoromethyl-substituted olefins were reported for the synthesis of fused gem-difluorooxetanes. Two rings and three bonds were efficiently constructed in one reaction. The reaction demonstrated broad substrate scope and the downstream transformations of the products highlighted the synthetic potential. Mechanistic study supported the presence of cascade photoredox catalysis and energy transfer catalysis/direct photo-excitation processes.
Fluorinated fused rings are challenging to construct from simple starting materials. Herein, we report the first photocatalyzed cascade reactions of readily available cyclopropanols and alpha-trifluoromethyl-substituted olefins for the synthesis of fused gem-difluorooxetanes. Two rings and three bonds were efficiently constructed in one reaction. The reaction showed broad substrate scope and the downstream transformations of the products demonstrated the synthetic potential of the reaction. The mechanistic study supported the presence of cascade photoredox catalysis and energy transfer catalysis/direct photo-excitation processes.
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