Literature DB >> 20942390

One-pot three-step synthesis of 1,2,3-triazoles by copper-catalyzed cycloaddition of azides with alkynes formed by a Sonogashira cross-coupling and desilylation.

Frédéric Friscourt1, Geert-Jan Boons.   

Abstract

A microwave-assisted, one-pot, three-step Sonogashira cross-coupling-desilylation-cycloaddition sequence was developed for the convenient preparation of 1,4-disubstituted 1,2,3-triazoles starting from a range of halides, acyl chlorides, ethynyltrimethylsilane, and azides.

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Year:  2010        PMID： 20942390      PMCID： PMC2966525          DOI： 10.1021/ol1022036

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


  24 in total

1.  Click chemistry under non-classical reaction conditions.

Authors:  C Oliver Kappe; Erik Van der Eycken
Journal:  Chem Soc Rev       Date:  2009-07-27       Impact factor: 54.564

2.  Click chemistry in CuI-zeolites: the Huisgen [3 + 2]-cycloaddition.

Authors:  Stefan Chassaing; Mayilvasagam Kumarraja; Abdelkarim Sani Souna Sido; Patrick Pale; Jean Sommer
Journal:  Org Lett       Date:  2007-02-08       Impact factor: 6.005

Review 3.  Click chemistry and medicinal chemistry: a case of "cyclo-addiction".

Authors:  A D Moorhouse; J E Moses
Journal:  ChemMedChem       Date:  2008-05       Impact factor: 3.466

4.  Synthesis and investigation of tuberculosis inhibition activities of some 1,2,3-triazole derivatives.

Authors:  Kadir Dabak; Ozkan Sezer; Ahmet Akar; Olcay Anaç
Journal:  Eur J Med Chem       Date:  2003-02       Impact factor: 6.514

5.  One-pot procedure for diazo transfer and azide-alkyne cycloaddition: triazole linkages from amines.

Authors:  Henning S G Beckmann; Valentin Wittmann
Journal:  Org Lett       Date:  2007-01-04       Impact factor: 6.005

6.  Benzoyl and/or benzyl substituted 1,2,3-triazoles as potassium channel activators. VIII.

Authors:  Vincenzo Calderone; Irene Giorgi; Oreste Livi; Enrica Martinotti; Elisabetta Mantuano; Alma Martelli; Antonio Nardi
Journal:  Eur J Med Chem       Date:  2005-03-03       Impact factor: 6.514

7.  Marrying click chemistry with polymerization: expanding the scope of polymeric materials.

Authors:  Patricia L Golas; Krzysztof Matyjaszewski
Journal:  Chem Soc Rev       Date:  2009-11-03       Impact factor: 54.564

8.  Efficient conversion of aromatic amines into azides: a one-pot synthesis of triazole linkages.

Authors:  Karine Barral; Adam D Moorhouse; John E Moses
Journal:  Org Lett       Date:  2007-03-29       Impact factor: 6.005

9.  Copper-catalyzed "click" reaction/direct arylation sequence: modular syntheses of 1,2,3-triazoles.

Authors:  Lutz Ackermann; Harish K Potukuchi; Dirk Landsberg; Rubén Vicente
Journal:  Org Lett       Date:  2008-06-13       Impact factor: 6.005

10.  One pot 'click' reactions: tandem enantioselective biocatalytic epoxide ring opening and [3+2] azide alkyne cycloaddition.

Authors:  Lachlan S Campbell-Verduyn; Wiktor Szymański; Christiaan P Postema; Rudi A Dierckx; Philip H Elsinga; Dick B Janssen; Ben L Feringa
Journal:  Chem Commun (Camb)       Date:  2010-01-05       Impact factor: 6.222
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  3 in total

1.  5-Hydroxyindoles by intramolecular alkynol-furan diels-alder cycloaddition.

Authors:  Matthew LaPorte; Ki Bum Hong; Jie Xu; Peter Wipf
Journal:  J Org Chem       Date:  2012-11-16       Impact factor: 4.354

2.  Biologically targeted probes for Zn2+: a diversity oriented modular "click-SNAr-click" approach†Electronic supplementary information (ESI) available: Full experimental details including characterisation of all novel compounds can be found in the ESI. See DOI: 10.1039/c4sc01249f.

Authors:  J Pancholi; D J Hodson; K Jobe; G A Rutter; S M Goldup; M Watkinson
Journal:  Chem Sci       Date:  2014-06-27       Impact factor: 9.825

3.  Iodine-mediated C-N and N-N bond formation: a facile one-pot synthetic approach to 1,2,3-triazoles under metal-free and azide-free conditions.

Authors:  Geeta Sai Mani; Kavitha Donthiboina; Siddiq Pasha Shaik; Nagula Shankaraiah; Ahmed Kamal
Journal:  RSC Adv       Date:  2019-08-28       Impact factor: 4.036
  3 in total

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