Literature DB >> 24962401

[Cu(OH)(TMEDA)]₂Cl₂-catalyzed regioselective 2-arylation of 5-substituted tetrazoles with boronic acids under mild conditions.

Takuya Onaka1, Hideaki Umemoto, Yasuyoshi Miki, Akira Nakamura, Tomohiro Maegawa.   

Abstract

A mild and regioselective 2-arylation of 5-substituted tetrazoles is described. The reaction proceeds regioselectively with a variety of arylboronic acids in the presence of [Cu(OH)(TMEDA)]2Cl2 to afford 2,5-disubstituted tetrazoles. This is the first report of highly regioselective arylation of 5-alkyltetrazoles.

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Year:  2014        PMID: 24962401     DOI: 10.1021/jo500862t

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


  5 in total

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Review 2.  Light-Triggered Click Chemistry.

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4.  Synthesis of New C- and N-β-d-Glucopyranosyl Derivatives of Imidazole, 1,2,3-Triazole and Tetrazole, and Their Evaluation as Inhibitors of Glycogen Phosphorylase.

Authors:  Sándor Kun; Éva Bokor; Ádám Sipos; Tibor Docsa; László Somsák
Journal:  Molecules       Date:  2018-03-15       Impact factor: 4.411

5.  One-Pot Suzuki-Hydrogenolysis Protocol for the Modular Synthesis of 2,5-Diaryltetrazoles.

Authors:  Keith Livingstone; Sophie Bertrand; Craig Jamieson
Journal:  J Org Chem       Date:  2020-05-21       Impact factor: 4.354

  5 in total

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