Oxidative decarboxylation/trifluoromethylselenolation of primary, secondary, and tertiary aliphatic carboxylic acids with the nucleophilic [Me 4 N][SeCF 3 ] 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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Han et al. (2019) studied this question.
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