Rhodium-catalyzed NH insertion of pyridyl carbenes derived from pyridotriazoles: A general and efficient approach to 2-picolylamines and imidazo[1,5-a]pyridines

Yi Shi; Anton V. Gulevich; Vladimir Gevorgyan

doi:10.1002/anie.201408335

Rhodium-catalyzed NH insertion of pyridyl carbenes derived from pyridotriazoles: A general and efficient approach to 2-picolylamines and imidazo[1,5-a]pyridines

Yi Shi, Anton V. Gulevich, Vladimir Gevorgyan

Research output: Contribution to journal › Article › peer-review

98 Scopus citations

Abstract

A general and efficient NH insertion reaction of rhodium pyridyl carbenes derived from pyridotriazoles was developed. Various NH-containing compounds, including amides, anilines, enamines, and aliphatic amines, smoothly underwent the NH insertion reaction to afford 2-picolylamine derivatives. The developed transformation was further utilized in a facile one-pot synthesis of imidazo[1,5-a]pyridines.

Original language	English (US)
Pages (from-to)	14191-14195
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	53
Issue number	51
DOIs	https://doi.org/10.1002/anie.201408335
State	Published - Dec 15 2014
Externally published	Yes

Keywords

Annulations
Carbenes
Heterocycles
Rhodium
Synthetic methods

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/anie.201408335

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Rhodium-catalyzed NH insertion of pyridyl carbenes derived from pyridotriazoles: A general and efficient approach to 2-picolylamines and imidazo[1,5-a]pyridines. / Shi, Yi; Gulevich, Anton V.; Gevorgyan, Vladimir.
In: Angewandte Chemie - International Edition, Vol. 53, No. 51, 15.12.2014, p. 14191-14195.

Research output: Contribution to journal › Article › peer-review

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KW - Synthetic methods

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Rhodium-catalyzed NH insertion of pyridyl carbenes derived from pyridotriazoles: A general and efficient approach to 2-picolylamines and imidazo[1,5-a]pyridines

Abstract

Keywords

ASJC Scopus subject areas

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