A new multicomponent reaction for the synthesis of pyridines via cycloaddition of azadienes and ketenimines

Didier Coffinier; Laurent El Kaim; Laurence Grimaud; Eelco Ruijter; Romano V.A. Orru

doi:10.1016/j.tetlet.2011.04.007

A new multicomponent reaction for the synthesis of pyridines via cycloaddition of azadienes and ketenimines

Didier Coffinier
, Laurent El Kaim
, Laurence Grimaud
, Eelco Ruijter
, Romano V.A. Orru

Laboratoire de Synthèse Organique
Vrije Universiteit Amsterdam

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

Abstract

The ketenimines resulting from a Nef isocyanide/Perkow sequence react with 1-azadienes to form pyridines or pyrimidines depending on their substitution pattern. The reaction is most efficient with ester-substituted ketenimines which leads to pyridines after elimination of the phosphate group.

Original language	English
Pages (from-to)	3023-3025
Number of pages	3
Journal	Tetrahedron Letters
Volume	52
Issue number	23
DOIs	https://doi.org/10.1016/j.tetlet.2011.04.007
Publication status	Published - 8 Jun 2011
Externally published	Yes

Keywords

Azadiene
Isocyanides
Nef
Perkow
Pyridine

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10.1016/j.tetlet.2011.04.007

Cite this

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title = "A new multicomponent reaction for the synthesis of pyridines via cycloaddition of azadienes and ketenimines",

abstract = "The ketenimines resulting from a Nef isocyanide/Perkow sequence react with 1-azadienes to form pyridines or pyrimidines depending on their substitution pattern. The reaction is most efficient with ester-substituted ketenimines which leads to pyridines after elimination of the phosphate group.",

keywords = "Azadiene, Isocyanides, Nef, Perkow, Pyridine",

author = "Didier Coffinier and Kaim, \{Laurent El\} and Laurence Grimaud and Eelco Ruijter and Orru, \{Romano V.A.\}",

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doi = "10.1016/j.tetlet.2011.04.007",

language = "English",

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journal = "Tetrahedron Letters",

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T1 - A new multicomponent reaction for the synthesis of pyridines via cycloaddition of azadienes and ketenimines

AU - Coffinier, Didier

AU - Kaim, Laurent El

AU - Grimaud, Laurence

AU - Ruijter, Eelco

AU - Orru, Romano V.A.

PY - 2011/6/8

Y1 - 2011/6/8

N2 - The ketenimines resulting from a Nef isocyanide/Perkow sequence react with 1-azadienes to form pyridines or pyrimidines depending on their substitution pattern. The reaction is most efficient with ester-substituted ketenimines which leads to pyridines after elimination of the phosphate group.

AB - The ketenimines resulting from a Nef isocyanide/Perkow sequence react with 1-azadienes to form pyridines or pyrimidines depending on their substitution pattern. The reaction is most efficient with ester-substituted ketenimines which leads to pyridines after elimination of the phosphate group.

KW - Azadiene

KW - Isocyanides

KW - Nef

KW - Perkow

KW - Pyridine

UR - https://www.scopus.com/pages/publications/79955648844

U2 - 10.1016/j.tetlet.2011.04.007

DO - 10.1016/j.tetlet.2011.04.007

M3 - Article

AN - SCOPUS:79955648844

SN - 0040-4039

VL - 52

SP - 3023

EP - 3025

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 23

ER -

A new multicomponent reaction for the synthesis of pyridines via cycloaddition of azadienes and ketenimines

Abstract

Keywords

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