Catalyst-controlled cycloisomerization/[4+3] cycloaddition sequence to construct 2,3-furan-fused dihydroazepines and 2,3-pyrrote-fused dihydrooxepines

A novel catalyst-controlled cycloisomerization/[4 + 3]cycloaddition sequence of readily available acyclic enyne-amides and crotonate-derived sulfur ylides is reported. This strategy enables the rapid and efficient construction of a series of bicyclic 2,3-furan-fused dihydroazepines and 2,3-pyrrole-fused dihydrooxepines with diverse substituents in generally good yield.

Automated summary

A novel catalyst-controlled reaction is reported, which allows for the rapid and efficient synthesis of a series of bicyclic compounds by using readily available acyclic enyne-amides and crotonate-derived sulfur ylides as substrates.