Construction of benzo-fused indolizines, pyrrolo[1,2-a]quinolines via alkyne-carbonyl metathesisElectronic supplementary information (ESI) available: 1H and 13C NMR spectra of 3-8. See DOI: 10.1039/c5ob01383f

• Main Authors: Nayak, Maloy, Kim, Ikyon
• Format: Article
• Language: English
• ISSN: 1477-0520; 1477-0539
• DOI: 10.1039/c5ob01383f

The strategic use of a sequential Sonogashira coupling/intramolecular alkyne-carbonyl metathesis process for the synthesis of a pyridine ring from 1-(2-haloaryl)-1 H -pyrrole-2-carbaldehydes allowed ready access to diverse novel benzo-fused indolizines, pyrrolo[1,2- a ]quinolines, in good to excellent yields. As a hybrid structure of indolizine and quinoline, the resulting scaffold has an acyl substituent at the C5 position, which is difficult to make by any other known approaches. The strategic use of a sequential Sonogashira coupling/intramolecular alkyne-carbonyl metathesis process for the synthesis of a pyridine ring from 1-(2-haloaryl)-1 H -pyrrole-2-carbaldehydes allowed ready access to diverse novel benzo-fused indolizines, pyrrolo[1,2- a ]quinolines, in good to excellent yields.