Highly substituted pyridines via tethered imine-enamine (TIE) methodology

S A  Raw; R J K  Taylor

doi:10.1039/b316107b

Highly substituted pyridines via tethered imine-enamine (TIE) methodology

S A Raw, R J K Taylor

Chemistry

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

Abstract

A tethered imine-enamine methodology has been developed for the direct conversion of 1,2,4-triazines into highly substituted pyridines via the inverse electron demand Diels-Alder reaction which avoids the need for a discrete aromatisation step. This TIE methodology has also been applied in one pot reaction cascades involving 1,2,4-triazines and utilising MnO2-mediated tandem oxidation processes (TOPs).

Original language	English
Pages (from-to)	508-509
Number of pages	2
Journal	Chemical Communications
Issue number	5
DOIs	https://doi.org/10.1039/b316107b
Publication status	Published - 7 Mar 2004

Keywords

DIELS-ALDER REACTIONS
ENANTIOSELECTIVE ENONE EPOXIDATIONS
ENANTIOPURE GUANIDINE BASES
HETEROCYCLIC AZADIENES
1,2,4-TRIAZINES

Access to Document

10.1039/b316107b

Cite this

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abstract = "A tethered imine-enamine methodology has been developed for the direct conversion of 1,2,4-triazines into highly substituted pyridines via the inverse electron demand Diels-Alder reaction which avoids the need for a discrete aromatisation step. This TIE methodology has also been applied in one pot reaction cascades involving 1,2,4-triazines and utilising MnO2-mediated tandem oxidation processes (TOPs).",

keywords = "DIELS-ALDER REACTIONS, ENANTIOSELECTIVE ENONE EPOXIDATIONS, ENANTIOPURE GUANIDINE BASES, HETEROCYCLIC AZADIENES, 1,2,4-TRIAZINES",

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N2 - A tethered imine-enamine methodology has been developed for the direct conversion of 1,2,4-triazines into highly substituted pyridines via the inverse electron demand Diels-Alder reaction which avoids the need for a discrete aromatisation step. This TIE methodology has also been applied in one pot reaction cascades involving 1,2,4-triazines and utilising MnO2-mediated tandem oxidation processes (TOPs).

AB - A tethered imine-enamine methodology has been developed for the direct conversion of 1,2,4-triazines into highly substituted pyridines via the inverse electron demand Diels-Alder reaction which avoids the need for a discrete aromatisation step. This TIE methodology has also been applied in one pot reaction cascades involving 1,2,4-triazines and utilising MnO2-mediated tandem oxidation processes (TOPs).

KW - DIELS-ALDER REACTIONS

KW - ENANTIOSELECTIVE ENONE EPOXIDATIONS

KW - ENANTIOPURE GUANIDINE BASES

KW - HETEROCYCLIC AZADIENES

KW - 1,2,4-TRIAZINES

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