Iron-catalyzed [3 + 2]-cycloaddition of: In situ generated N -ylides with alkynes or olefins: Access to multi-substituted/polycyclic pyrrole derivatives

Article abstract of DOI:10.1039/c9ob02571e

An iron-catalyzed one-pot three-component reaction of 1-substituted benzimidazoles with diazoacetates and electron-deficient alkynes or alkenes has been reported. Mechanistically, the reaction goes through a 1,3-dipolar cycloaddition of catalytically generated benzimidazolium N-ylides with various activated alkynes or alkenes, leading to multi-substituted and polycyclic fused pyrrole derivatives, respectively.