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

Research output: Contribution to journalArticle

6 Citations (Scopus)
165 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 languageEnglish
Pages (from-to)2480-2484
Number of pages5
JournalSynlett
Volume25
Issue number17
Early online date8 Sep 2014
DOIs
Publication statusPublished - 2014

Fingerprint

Tetrazoles
Nitriles
Triazoles
Imines
Derivatives

Keywords

  • photochemistry
  • regioselectivity
  • tetrazole
  • triazole
  • indazole

Cite this

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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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Regiospecific synthesis of N2-aryl 1,2,3-triazoles from 2,5-disubstituted tetrazoles via photochemically generated nitrile imine intermediates. / Stewart, Sam; Harris, Robert; Jamieson, Craig.

In: Synlett, Vol. 25, No. 17, 2014, p. 2480-2484.

Research output: Contribution to journalArticle

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T1 - Regiospecific synthesis of N2-aryl 1,2,3-triazoles from 2,5-disubstituted tetrazoles via photochemically generated nitrile imine intermediates

AU - Stewart, Sam

AU - Harris, Robert

AU - Jamieson, Craig

PY - 2014

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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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JO - Synlett

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SN - 0936-5214

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