Modification of Pyrrolo[2,1-<i>a</i>]isoquinolines and Polysubstituted Pyrroles via Methylenation with Acetyl Chloride and Dimethylsulfoxide
Wanzhen Li, Wei Zhang, Xiao‐Hui Chen, Zhaodong Wang, Hai‐Lei Cui
Abstract
]isoquinolines has been developed. Treatment of pyrroloisoquinolines with acetyl chloride and dimethylsulfoxide (DMSO) at ambient temperature afforded bispyrroloisoquinolylmethanes in 17-85% yields. This reaction system can also be expanded to the synthesis of bispyrrolylmethanes (34-94% yields). Easy chemical transformation of methylene-bridged pyrroloisoquinoline provided an unsymmetric acid and amide possessing a privileged framework.
Topics & Concepts
ChlorideChemistryMedicinal chemistryOrganic chemistrySynthesis and Characterization of PyrrolesCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms