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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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:	Chemistry and Biological Chemistry
Online Access:	https://hdl.handle.net/10356/99724 http://hdl.handle.net/10220/17532
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Institution:	Nanyang Technological University
Language:	English

id	sg-ntu-dr.10356-99724
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spelling	sg-ntu-dr.10356-997242020-03-07T12:34:48Z Synthesis of pyridines by carbenoid-mediated ring opening of 2H-azirines Singh, Alok Xu, Xianxiu Park, Cheol-Min Loy, Nicole S. Y. School of Physical and Mathematical Sciences Chemistry and Biological Chemistry 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. 2013-11-08T08:00:28Z 2019-12-06T20:10:46Z 2013-11-08T08:00:28Z 2019-12-06T20:10:46Z 2013 2013 Journal Article Loy, N. S. Y., Singh, A., Xu, X., & Park, C.-M. (2013). Synthesis of Pyridines by Carbenoid-Mediated Ring Opening of 2 H -Azirines . Angewandte Chemie International Edition, 52(8), 2212-2216. 1433-7851 https://hdl.handle.net/10356/99724 http://hdl.handle.net/10220/17532 10.1002/anie.201209301 en Angewandte chemie international edition
institution	Nanyang Technological University
building	NTU Library
country	Singapore
collection	DR-NTU
language	English
topic	Chemistry and Biological Chemistry
spellingShingle	Chemistry and Biological Chemistry Singh, Alok Xu, Xianxiu Park, Cheol-Min Loy, Nicole S. Y. Synthesis of pyridines by carbenoid-mediated ring opening of 2H-azirines
description	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.
author2	School of Physical and Mathematical Sciences
author_facet	School of Physical and Mathematical Sciences Singh, Alok Xu, Xianxiu Park, Cheol-Min Loy, Nicole S. Y.
format	Article
author	Singh, Alok Xu, Xianxiu Park, Cheol-Min Loy, Nicole S. Y.
author_sort	Singh, Alok
title	Synthesis of pyridines by carbenoid-mediated ring opening of 2H-azirines
title_short	Synthesis of pyridines by carbenoid-mediated ring opening of 2H-azirines
title_full	Synthesis of pyridines by carbenoid-mediated ring opening of 2H-azirines
title_fullStr	Synthesis of pyridines by carbenoid-mediated ring opening of 2H-azirines
title_full_unstemmed	Synthesis of pyridines by carbenoid-mediated ring opening of 2H-azirines
title_sort	synthesis of pyridines by carbenoid-mediated ring opening of 2h-azirines
publishDate	2013
url	https://hdl.handle.net/10356/99724 http://hdl.handle.net/10220/17532
_version_	1681045502520459264

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

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