This research demonstrates a new method for capturing difluoroketene in thio-Bellus-Claisen rearrangement, highlighting its efficiency and requirements.
The thio-Belluš-Claisen rearrangement with difluoroketene is reported herein. By resorting to fluoride-initiated desilylative β-elimination of difluorobromoacetylsilane, a new protocol that enables controlled release of the unstable difluoroketene and its efficient capture by allyl thioether for the ensuing rearrangement is successfully developed. The presence of an electron-withdrawing group on the internal alkene site of allyl thioether is proven to be vital for this reaction by promoting the rearrangement through charge stabilization in the transition state.
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Xi et al. (2026) studied this question.
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