Literature DB >> 15070306

Direct synthesis of 1,5-disubstituted-4-magnesio-1,2,3-triazoles, revisited.

Antoni Krasiński1, Valery V Fokin, K Barry Sharpless.   

Abstract

After revisiting earlier works reporting the regioselective synthesis of 1,5-disubstituted-1,2,3-triazoles via the addition of bromomagnesium acetylides to azides, much improved yields of the products were obtained for a wide array of azides and alkynes. The intermediates of that reaction can be trapped with different electrophiles to regioselectively form 1,4,5-trisubstituted 1,2,3-triazoles. [reaction: see text]

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Year:  2004        PMID: 15070306     DOI: 10.1021/ol0499203

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


  23 in total

1.  Direct Pd-catalyzed arylation of 1,2,3-triazoles.

Authors:  Stepan Chuprakov; Natalia Chernyak; Alexander S Dudnik; Vladimir Gevorgyan
Journal:  Org Lett       Date:  2007-05-10       Impact factor: 6.005

Review 2.  Transition metal-mediated synthesis of monocyclic aromatic heterocycles.

Authors:  Anton V Gulevich; Alexander S Dudnik; Natalia Chernyak; Vladimir Gevorgyan
Journal:  Chem Rev       Date:  2013-01-10       Impact factor: 60.622

3.  Generation of Nucleophilic Chromium Acetylides from gem-Trichloroalkanes and Chromium Chloride: Synthesis of Propargyl Alcohols.

Authors:  Dhurke Kashinath; Steve Tisserand; Narender Puli; John R Falck; Rachid Baati
Journal:  European J Org Chem       Date:  2010-04-01

4.  Synthesis of Highly Stable 1,3-Diaryl-1H-1,2,3-triazol-5-ylidenes and their Applications in Ruthenium-Catalyzed Olefin Metathesis.

Authors:  Jean Bouffard; Benjamin K Keitz; Ralf Tonner; Vincent Lavallo; Gregorio Guisado-Barrios; Gernot Frenking; Robert H Grubbs; Guy Bertrand
Journal:  Organometallics       Date:  2011-03-09       Impact factor: 3.876

5.  Integrated and passive 1,2,3-triazolyl groups in fluorescent indicators for zinc(II) ions: thermodynamic and kinetic evaluations.

Authors:  J Tyler Simmons; John R Allen; Deborah R Morris; Ronald J Clark; Cathy W Levenson; Michael W Davidson; Lei Zhu
Journal:  Inorg Chem       Date:  2013-04-26       Impact factor: 5.165

6.  Synthesis of deuterated 1,2,3-triazoles.

Authors:  Hari K Akula; Mahesh K Lakshman
Journal:  J Org Chem       Date:  2012-09-27       Impact factor: 4.354

7.  Synthesis and CB1 cannabinoid receptor affinity of 4-alkoxycarbonyl-1,5-diaryl-1,2,3-triazoles.

Authors:  Hong Shu; Sari Izenwasser; Dean Wade; Edwin D Stevens; Mark L Trudell
Journal:  Bioorg Med Chem Lett       Date:  2008-12-06       Impact factor: 2.823

8.  Synthesis and anti-cancer screening of novel heterocyclic-(2H)-1,2,3-triazoles as potential anti-cancer agents.

Authors:  Narsimha Reddy Penthala; Leena Madhukuri; Shraddha Thakkar; Nikhil Reddy Madadi; Gauri Lamture; Robert L Eoff; Peter A Crooks
Journal:  Medchemcomm       Date:  2015-06-30       Impact factor: 3.597

9.  Ruthenium-catalyzed cycloadditions of 1-haloalkynes with nitrile oxides and organic azides: synthesis of 4-haloisoxazoles and 5-halotriazoles.

Authors:  James S Oakdale; Rakesh K Sit; Valery V Fokin
Journal:  Chemistry       Date:  2014-07-24       Impact factor: 5.236

10.  Protein prosthesis: 1,5-disubstituted[1,2,3]triazoles as cis-peptide bond surrogates.

Authors:  Annie Tam; Ulrich Arnold; Matthew B Soellner; Ronald T Raines
Journal:  J Am Chem Soc       Date:  2007-10-03       Impact factor: 15.419

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