Iridium-Catalyzed Isomerization/Cycloisomerization/Aromatization of N-Allyl-N-sulfonyl-o-(λ1-silylethynyl)aniline Derivatives to Give Substituted Indole Derivatives

We have developed a one-iridium-catalyst system that transforms Nallyl-N-sulfonyl-2-(silylalkynyl)aniline derivatives, which are 1,7-enynes in which both multiple bonds have a heteroatom, to the corresponding substituted indole derivatives via isomerization/cycloisomerization/aromatization. This strategy provides an atom-economical and straightforward synthetic approach to a series of valuable indoles having vinyl and silylmethyl groups at the 2- and 3-positions.

Automated summary

The developed one-iridium-catalyst system efficiently transforms 1,7-enynes into substituted indole derivatives, providing a straightforward synthetic approach to valuable indoles with vinyl and silylmethyl groups at specific positions.