Palladium-Catalyzed Carbonylative Sonogashira/Annulation Reaction: Synthesis of Indolo[1,2-<i>b</i>]isoquinolines
Lin Li, Xin‐Lian Liu, Zhuang Qi, Ai-Hua Yang, Ai‐Jun Ma, Jin‐Bao Peng
Abstract
A palladium-catalyzed carbonylative Sonogashira/annulation reaction for the synthesis of indolo[1,2-b]isoquinolines has been developed. Tetracyclic 6/5/6/6 indoline skeletons were synthesized in moderate to good yields from easily available 2-bromo-N-(2-iodophenyl)benzamides and terminal alkynes. Notably, this efficient methodology established three C–C bonds and a C–N bond through a one-step transformation and provided a new method for the synthesis of indolo[1,2-b]isoquinoline derivatives.
Topics & Concepts
ChemistryAnnulationIsoquinolineSonogashira couplingPalladiumCatalysisCombinatorial chemistryMedicinal chemistryIndolineStereochemistryOrganic chemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsSynthesis of Indole Derivatives