The first formal [4+3] cycloaddition of 1,3-dienes with vinyl-N-sulfonylhydrazones has been achieved employing easily decomposable vinyl-N-triftosylhydrazones in the presence of silver catalyst. A series of acyclic and cyclic 1,3-dienes reacted...
This study describes the development of 3]-sigmatropic rearrangement of alkynyl carbenes with allyl sulfides. The protocol exhibits equitable functional group tolerance and allows the formation of a variety of synthetically valuable sulfide-substituted 1,5-enyne products. To the best of our knowledge, this is the first example of [2,3]-sigmatropic rearrangement of alkynyl carbenes. DFT analysis supports the involvement of rhodium carbene generation, sulfonium ylides formation, and [2,3]sigmatropic rearrangement pathway.
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