Regiospecific synthesis of N2-aryl 1,2,3-triazoles from 2,5-disubstituted tetrazoles via photochemically generated nitrile imine intermediates

Sam Stewart; Robert Harris; Craig Jamieson

doi:10.1055/s-0034-1379010

Regiospecific synthesis of N2-aryl 1,2,3-triazoles from 2,5-disubstituted tetrazoles via photochemically generated nitrile imine intermediates

Sam Stewart, Robert Harris, Craig Jamieson

Pure And Applied Chemistry

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10 Citations (Scopus)

173 Downloads (Pure)

Abstract

The synthesis of N2-aryl 1,2,3-triazoles from 2,5-disubstituted tetrazoles was achieved under photochemical conditions. This simple and mild one-step reaction provides regiospecific access to 2,4,5-substituted 1,2,3-triazoles via a nitrile imine intermediate. Syntheses of alkyl and heterocylic derivatives were also investigated.

Original language	English
Pages (from-to)	2480-2484
Number of pages	5
Journal	Synlett
Volume	25
Issue number	17
Early online date	8 Sep 2014
DOIs	https://doi.org/10.1055/s-0034-1379010
Publication status	Published - 2014

Keywords

photochemistry
regioselectivity
tetrazole
triazole
indazole

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Stewart-etal-Synlett-2015-Regiospecific-synthesis-of-N2-arylAccepted author manuscript, 345 KB

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title = "Regiospecific synthesis of N2-aryl 1,2,3-triazoles from 2,5-disubstituted tetrazoles via photochemically generated nitrile imine intermediates",

abstract = "The synthesis of N2-aryl 1,2,3-triazoles from 2,5-disubstituted tetrazoles was achieved under photochemical conditions. This simple and mild one-step reaction provides regiospecific access to 2,4,5-substituted 1,2,3-triazoles via a nitrile imine intermediate. Syntheses of alkyl and heterocylic derivatives were also investigated.",

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AU - Stewart, Sam

AU - Harris, Robert

AU - Jamieson, Craig

PY - 2014

Y1 - 2014

N2 - The synthesis of N2-aryl 1,2,3-triazoles from 2,5-disubstituted tetrazoles was achieved under photochemical conditions. This simple and mild one-step reaction provides regiospecific access to 2,4,5-substituted 1,2,3-triazoles via a nitrile imine intermediate. Syntheses of alkyl and heterocylic derivatives were also investigated.

AB - The synthesis of N2-aryl 1,2,3-triazoles from 2,5-disubstituted tetrazoles was achieved under photochemical conditions. This simple and mild one-step reaction provides regiospecific access to 2,4,5-substituted 1,2,3-triazoles via a nitrile imine intermediate. Syntheses of alkyl and heterocylic derivatives were also investigated.

KW - photochemistry

KW - regioselectivity

KW - tetrazole

KW - triazole

KW - indazole

UR - https://www.thieme-connect.de/DOI/DOI?10.1055/s-0034-1379010

U2 - 10.1055/s-0034-1379010

DO - 10.1055/s-0034-1379010

M3 - Article

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SP - 2480

EP - 2484

JO - Synlett

JF - Synlett

SN - 0936-5214

IS - 17

ER -

Regiospecific synthesis of N2-aryl 1,2,3-triazoles from 2,5-disubstituted tetrazoles via photochemically generated nitrile imine intermediates

Abstract

Keywords

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