A divergent strategy for precise construction of SCF 2 H or SeCF 2 H groups on heteroarenes generated in situ from CF 3 -containing 1,3-enynes was developed. Reactions of readily available 1,3-enynes with S 8 and ClCF 2 H provided 3-SCF 2 H-4-CF 3 -thiophenes via a cascade thiophene construction/selective C3 position thiolation/difluoromethylthiolation process, as did a series of 3-SeCF 2 H-4-CF 3 -selenophenes by similar strategies. The plausible radical annulation process for the construction of the thiophene ring and difluorocarbene generated in situ was confirmed by experiment.
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Jin et al. (2020) studied this question.
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