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Copper‐Catalyzed Tandem Imine Formation, Sonogashira Coupling and Intramolecular Hydroamination: A Facile Synthesis of 3‐Aryl‐γ−carbolines
Author(s) -
Dhiman Shiv,
Rhodes Steven,
Kumar Dalip,
Kumar Anil,
Jha Mukund
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201702025
Subject(s) - hydroamination , sonogashira coupling , imine , intramolecular force , aryl , chemistry , combinatorial chemistry , catalysis , copper , coupling reaction , amination , organic chemistry , medicinal chemistry , palladium , alkyl
A one‐pot, atom‐economical multicomponent reaction of 2‐bromoindole‐3‐carbaldehydes, alkynes and ammonia was developed in the presence of copper catalyst for the synthesis of a series of 3‐aryl‐γ−carboline derivatives in good to high yields. The developed reaction involved formation of imine followed by copper‐catalyzed directed Sonogashira coupling and intramolecular hydroamination sequence of reactions. This multicomponent approach features mild reaction conditions and good functional group tolerance to access variety of 3‐aryl γ‐carbolines.