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Synthesis of Pyridines by Carbenoid‐Mediated Ring Opening of 2 H ‐Azirines
Author(s) -
Loy Nicole S. Y.,
Singh Alok,
Xu Xianxiu,
Park CheolMin
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201209301
Subject(s) - carbenoid , ring (chemistry) , roaming , computer science , service (business) , combinatorial chemistry , pyridine , range (aeronautics) , world wide web , information retrieval , key (lock) , chemistry , catalysis , medicinal chemistry , organic chemistry , computer network , engineering , business , operating system , rhodium , marketing , aerospace engineering
Roaming the range : The title reaction tolerates a wide range of substituents on the resulting pyridine ring using mild reaction conditions (see scheme; esp=α,α,α′,α′‐tetramethyl‐1,3‐benzenedipropionic acid). The formation of the key intermediate is catalyst‐controlled, and subsequent cyclization and oxidation affords pyridines in excellent yields. The method has been used for the efficient synthesis of polyarylpyridines.