A new facile method for preparation of heterocyclic α-iminonitriles and α-oxoacetic acid from heterocyclic aldehydes, p-aminophenol, and sodium cyanide

Branko S. Jursic; Frederic Douelle; Katherine Bowdy; Edwin D. Stevens

doi:10.1016/S0040-4039(02)00799-2

A new facile method for preparation of heterocyclic α-iminonitriles and α-oxoacetic acid from heterocyclic aldehydes, p-aminophenol, and sodium cyanide

Branko S. Jursic, Frederic Douelle, Katherine Bowdy, Edwin D. Stevens

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

34 Scopus citations

Abstract

Very efficient, simple, and high yield procedures for the transformation of heterocyclic aldehydes into heterocyclic methylidene-p-hydroxyanilines, heterocyclic α-iminonitriles, and finally into heterocyclic α-oxoacetic acids were described. Considering that many of these compounds have biological activity, the synthetic methodology was optimized using readily available, inexpensive starting materials, and the purification of the product involved only simple crystallization.

Original language	English (US)
Pages (from-to)	5361-5365
Number of pages	5
Journal	Tetrahedron Letters
Volume	43
Issue number	30
DOIs	https://doi.org/10.1016/S0040-4039(02)00799-2
State	Published - Jul 22 2002
Externally published	Yes

Keywords

Heterocyclic benzylideneanilines
Schiff bases
α-iminonitriles
α-ketoacids
α-oxoacetic acids

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(02)00799-2

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title = "A new facile method for preparation of heterocyclic α-iminonitriles and α-oxoacetic acid from heterocyclic aldehydes, p-aminophenol, and sodium cyanide",

abstract = "Very efficient, simple, and high yield procedures for the transformation of heterocyclic aldehydes into heterocyclic methylidene-p-hydroxyanilines, heterocyclic α-iminonitriles, and finally into heterocyclic α-oxoacetic acids were described. Considering that many of these compounds have biological activity, the synthetic methodology was optimized using readily available, inexpensive starting materials, and the purification of the product involved only simple crystallization.",

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year = "2002",

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T1 - A new facile method for preparation of heterocyclic α-iminonitriles and α-oxoacetic acid from heterocyclic aldehydes, p-aminophenol, and sodium cyanide

AU - Jursic, Branko S.

AU - Douelle, Frederic

AU - Bowdy, Katherine

AU - Stevens, Edwin D.

PY - 2002/7/22

Y1 - 2002/7/22

N2 - Very efficient, simple, and high yield procedures for the transformation of heterocyclic aldehydes into heterocyclic methylidene-p-hydroxyanilines, heterocyclic α-iminonitriles, and finally into heterocyclic α-oxoacetic acids were described. Considering that many of these compounds have biological activity, the synthetic methodology was optimized using readily available, inexpensive starting materials, and the purification of the product involved only simple crystallization.

AB - Very efficient, simple, and high yield procedures for the transformation of heterocyclic aldehydes into heterocyclic methylidene-p-hydroxyanilines, heterocyclic α-iminonitriles, and finally into heterocyclic α-oxoacetic acids were described. Considering that many of these compounds have biological activity, the synthetic methodology was optimized using readily available, inexpensive starting materials, and the purification of the product involved only simple crystallization.

KW - Heterocyclic benzylideneanilines

KW - Schiff bases

KW - α-iminonitriles

KW - α-ketoacids

KW - α-oxoacetic acids

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U2 - 10.1016/S0040-4039(02)00799-2

DO - 10.1016/S0040-4039(02)00799-2

M3 - Article

AN - SCOPUS:0037158230

SN - 0040-4039

VL - 43

SP - 5361

EP - 5365

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 30

ER -

A new facile method for preparation of heterocyclic α-iminonitriles and α-oxoacetic acid from heterocyclic aldehydes, p-aminophenol, and sodium cyanide

Abstract

Keywords

ASJC Scopus subject areas

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