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C-N bond forming reaction under copper catalysis: a new synthesis of 2-substituted 5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolines
Authors:Mohosin Layek  AV Dhanunjaya Rao  Dipak Kalita  Aminul Islam  Manojit Pal
Institution:a Dr. Reddy’s Laboratories Ltd, Bollaram Road, Miyapur, Hyderabad 500049, India
b Chemistry Division, Institute of Science and Technology, JNT University, Kukatpally, Hyderabad 500072, India
c New Drug Discovery, R&D Center, Matrix Laboratories Ltd, Anrich Industrial Estate, Bollaram, Jinnaram Mandal, Medak District, Andra Pradesh 502 325, India
Abstract:We report copper-catalyzed intramolecular cyclization of 8-alkynyl-1,2,3,4-tetrahydroquinolines, obtained via a Pd/C-mediated Sonogashira coupling in water, to afford 2-substituted 5,6-dihydro-4H-pyrrolo3,2,1-ij]quinolines. Further functionalization of the compounds synthesized was carried out under Heck, Sonogashira, and Suzuki reaction conditions.
Keywords:Pyrrolo[3  2  1-ij]quinoline  Palladium  Copper  C-N bond  C-C bond
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