Pyridine group assisted addition of diazo-compounds to imines in the 3-CC reaction of 2-aminopyridines, aldehydes, and diazo-compounds

Anton V. Gulevich; Victoria Helan; Donald J. Wink; Vladimir Gevorgyan

doi:10.1021/ol400148r

Pyridine group assisted addition of diazo-compounds to imines in the 3-CC reaction of 2-aminopyridines, aldehydes, and diazo-compounds

Anton V. Gulevich, Victoria Helan, Donald J. Wink, Vladimir Gevorgyan

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

37 Scopus citations

Abstract

A novel three-component coupling (3-CC) reaction of 2-aminoazines, aromatic aldehydes, and diazo-compounds producing polyfunctional β-amino-α- diazo-compounds has been developed. The reaction features an unprecedented heterocycle-assisted addition of a diazo-compound to an imine. The obtained diazoesters were efficiently converted into valuable heterocycles as well as β-amino acid derivatives.

Original language	English (US)
Pages (from-to)	956-959
Number of pages	4
Journal	Organic Letters
Volume	15
Issue number	4
DOIs	https://doi.org/10.1021/ol400148r
State	Published - Feb 15 2013
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol400148r

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abstract = "A novel three-component coupling (3-CC) reaction of 2-aminoazines, aromatic aldehydes, and diazo-compounds producing polyfunctional β-amino-α- diazo-compounds has been developed. The reaction features an unprecedented heterocycle-assisted addition of a diazo-compound to an imine. The obtained diazoesters were efficiently converted into valuable heterocycles as well as β-amino acid derivatives.",

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AU - Gulevich, Anton V.

AU - Helan, Victoria

AU - Wink, Donald J.

AU - Gevorgyan, Vladimir

PY - 2013/2/15

Y1 - 2013/2/15

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Pyridine group assisted addition of diazo-compounds to imines in the 3-CC reaction of 2-aminopyridines, aldehydes, and diazo-compounds

Abstract

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