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A Facile One‐pot Synthesis of Highly Functionalized Isoxazolyl Imidazo[1,2‐ a ] Pyridines Through CuI‐Promoted Cyclization
Author(s) -
Rajanarendar E.,
Reddy K. G.,
Krishna S. R.,
Srinivas M.
Publication year - 2015
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2146
Subject(s) - chemistry , sonogashira coupling , iodide , copper , one pot synthesis , aminopyridines , medicinal chemistry , combinatorial chemistry , catalysis , organic chemistry , palladium
A copper iodide‐promoted cyclization for the synthesis of isoxazolyl imidazo[1,2‐ a ] pyridines 3a , 3b , 3c , 3d , 3e , 3f , 3g , 3h , 3i , 3j in a one‐pot procedure has been investigated by interaction of 2‐aminopyridines 1a , 1b , 1c , 1d , 1e with nitrostyrylisoxazoles 2a , 2b , 2c , 2d , 2e , 2f under aerial oxidation condition. Similarly, the one‐pot reaction of 2‐amino pyridines 1a , 1b , 1c , 1d , 1e with 4‐bromonitrostyrylisoxazole 2d in the presence of copper iodide under aerial oxidation condition, followed by reaction with phenyl acetylenes in situ afforded highly functionalized imidazo[1,2‐ a ]pyridines 10a , 10b , 10c , 10d , 10e , 10f , 10g , 10h , 10i , 10j by the Sonogashira coupling .