Literature DB >> 23790021

The Neber approach to 2-(tetrazol-5-yl)-2H-azirines.

Ana Lúcia Cardoso1, Lourdes Gimeno, Américo Lemos, Francisco Palacios, Teresa M V D Pinho e Melo.   

Abstract

The synthesis of 2-(tetrazol-5-yl)-2H-azirines is reported for the first time. Using the Neber approach, β-ketoxime-1H-tetrazoles were converted into the target 2H-azirines bearing phenyl, furan-2-yl, thiophen-2-yl, or pyrrol-2-yl substituents at C-3. It was demonstrated that the alkaloid-mediated Neber reaction allows the asymmetric synthesis of 2-(tetrazol-5-yl)-2H-azirines.

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Year:  2013        PMID: 23790021     DOI: 10.1021/jo4006552

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Domino reactions of 2H-azirines with acylketenes from furan-2,3-diones: Competition between the formation of ortho-fused and bridged heterocyclic systems.

Authors:  Alexander F Khlebnikov; Mikhail S Novikov; Viktoriia V Pakalnis; Roman O Iakovenko; Dmitry S Yufit
Journal:  Beilstein J Org Chem       Date:  2014-04-04       Impact factor: 2.883

2.  Synthesis of New 2-Halo-2-(1H-tetrazol-5-yl)-2H-azirines via a Non-Classical Wittig Reaction.

Authors:  Ana L Cardoso; Carmo Sousa; Marta S C Henriques; José A Paixão; Teresa M V D Pinho e Melo
Journal:  Molecules       Date:  2015-12-12       Impact factor: 4.411

  2 in total

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