Journal
ORGANIC LETTERS
Volume 21, Issue 24, Pages 10013-10017Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b03941
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Funding
- Wuhan University of Technology
- National Natural Science Foundation of China [21602165]
- Hundred Talent Program of Hubei Province (China)
- Chongqing Research Program of Basic and Frontier Technology [cstc2017jcyjAX0303]
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Oxidative decarboxylation/trifluoromethylselenolation of primary, secondary, and tertiary aliphatic carboxylic acids with the nucleophilic [Me4N] [SeCF3] salt and an organic photocatalyst is described. The reaction proceeds smoothly at room temperature under transition-metal-free conditions and affords the corresponding trifluoromethylselenolated products in good yields. Advantages of the method include good functional group tolerance, without preactivation of the acids, and late-stage functionalization of the complex drug molecules. This protocol represents the first decarboxylative trifluoromethylselenolation of carboxylic acids to trifluoromethyl selenoethers.
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