Literature DB >> 19267454

Benzyne click chemistry with in situ generated aromatic azides.

Fengzhi Zhang1, John E Moses.   

Abstract

An efficient synthesis of substituted benzotriazoles using an azide-alkyne 1,3-dipolar cycloaddition "click reaction" is described. Key to the procedure is the in situ generation of the reactive aromatic azide and benzyne reaction partners.

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Year:  2009        PMID: 19267454     DOI: 10.1021/ol9002338

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  7 in total

1.  Synthesis of 2H-indazoles by the [3 + 2] cycloaddition of arynes and sydnones.

Authors:  Chunrui Wu; Yuesi Fang; Richard C Larock; Feng Shi
Journal:  Org Lett       Date:  2010-05-21       Impact factor: 6.005

2.  Evaluation of 1,2,3-Triazoles as Amide Bioisosteres In Cystic Fibrosis Transmembrane Conductance Regulator Modulators VX-770 and VX-809.

Authors:  Jake E Doiron; Christina A Le; Britton K Ody; Jonathon B Brace; Savannah J Post; Nathan L Thacker; Harrison M Hill; Gary W Breton; Matthew J Mulder; Sichen Chang; Thomas M Bridges; Liping Tang; Wei Wang; Steven M Rowe; Stephen G Aller; Mark Turlington
Journal:  Chemistry       Date:  2019-02-11       Impact factor: 5.236

3.  Task-specific nitrite and azide ionic liquids for the efficient one-pot synthesis of 1,2,3-triazoles from the aniline derivatives.

Authors:  Hassan Valizadeh; Mohammad Amiri; Elham Khalili
Journal:  Mol Divers       Date:  2012-03-31       Impact factor: 2.943

Review 4.  Continuous Flow Technology as an Enabler for Innovative Transformations Exploiting Carbenes, Nitrenes, and Benzynes.

Authors:  Kian Donnelly; Marcus Baumann
Journal:  J Org Chem       Date:  2022-06-14       Impact factor: 4.198

5.  Development of a Suzuki cross-coupling reaction between 2-azidoarylboronic pinacolate esters and vinyl triflates to enable the synthesis of [2,3]-fused indole heterocycles.

Authors:  Navendu Jana; Quyen Nguyen; Tom G Driver
Journal:  J Org Chem       Date:  2014-03-12       Impact factor: 4.354

6.  Facile route for N 1-aryl benzotriazoles from diazoamino arynes via CuI-mediated intramolecular N-arylation.

Authors:  Raju R Kale; Virendra Prasad; H A Hussain; Vinod K Tiwari
Journal:  Tetrahedron Lett       Date:  2010-09-01       Impact factor: 2.415

7.  Exploring Possible Surrogates for Kobayashi's Aryne Precursors.

Authors:  Ana Carolina A Muraca; Cristiano Raminelli
Journal:  ACS Omega       Date:  2020-01-31
  7 in total

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