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Nicole S. Y. Loy, Dr. Alok Singh, Dr. Xianxiu Xu and Prof. Cheol-Min Park Synthesis of Pyridines by Carbenoid-Mediated Ring Opening of 2H-Azirines Angewandte Chemie International Edition 52

Version of Record online: 10 JAN 2013 | DOI: 10.1002/anie.201209301

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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.

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