Synthesis of pyridines by carbenoid-mediated ring opening of 2H-azirines

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...

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Bibliographic Details
Main Authors: Singh, Alok, Xu, Xianxiu, Park, Cheol-Min, Loy, Nicole S. Y.
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2013
Subjects:
Online Access:https://hdl.handle.net/10356/99724
http://hdl.handle.net/10220/17532
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Institution: Nanyang Technological University
Language: English
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Summary: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.