Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 87, Issue 19, Pages 12877-12889Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c01453
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Funding
- National Natural Science Foundation of China [21861031, 21362025]
- Ningxia Natural Science Foundation [2022AAC03047]
- Key Research and Development Project of Ningxia [2021BEG02001, 2021BEE03003]
- Institute Local Cooperation Project of the Chinese Academy of Engineering [2019NXZD1]
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We report a visible-light-induced Ph3P/LiI-promoted intermolecular cascade trifluoromethyl radical addition/5-exo-dig cyclization/iodination reaction of 1,6-enynes with Togni's reagent using LiI as the iodine source without the need of the transition metal, oxidant, and base. This reaction shows good regioselectivity and functional-group tolerance under ambient conditions, making it a promising method for the synthesis of trifluoromethyl-substituted and vinyl C-I bond-containing pyrroli-dines and benzofuran products.
We report the visible-light-induced Ph3P/LiI-promoted intermolecular cascade trifluoromethyl radical addition/5-exo-dig cyclization/iodination of 1,6-enynes with Togni's reagent using LiI as the iodine source without the need of the transition metal, oxidant, and base. This reaction promises to be a useful method for the preparation of trifluoromethyl-substituted and vinyl C-I bond-containing pyrroli-dines and benzofuran products with good regioselectivity and functional-group tolerance under ambient conditions.
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