Literature DB >> 21644532

Consecutive condensation, C-N and N-N bond formations: a copper- catalyzed one-pot three-component synthesis of 2H-indazole.

Manian Rajesh Kumar1, Ahbyeol Park, Namjin Park, Sunwoo Lee.   

Abstract

2H-Indazoles are synthesized using copper-catalyzed, one-pot, three-component reactions of 2-bromobenzaldehydes, primary amines, and sodium azide. A copper catalyst plays the key role in the formation of C-N and N-N bonds. This method has a broad substrate scope with a high tolerance for a variety of functional groups.

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Year:  2011        PMID： 21644532     DOI： 10.1021/ol201409j

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


  8 in total

1.  A Biphilic Phosphetane Catalyzes N-N Bond-Forming Cadogan Heterocyclization via PIII/PV═O Redox Cycling.

Authors:  Trevor V Nykaza; Tyler S Harrison; Avipsa Ghosh; Rachel A Putnik; Alexander T Radosevich
Journal:  J Am Chem Soc       Date:  2017-05-10       Impact factor: 15.419

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

Authors:  Yuesi Fang; Chunrui Wu; Richard C Larock; Feng Shi
Journal:  J Org Chem       Date:  2011-10-12       Impact factor: 4.354

3.  Metal-free C-H alkylation of heteroarenes with alkyltrifluoroborates: a general protocol for 1°, 2° and 3° alkylation.

Authors:  Jennifer K Matsui; David N Primer; Gary A Molander
Journal:  Chem Sci       Date:  2017-03-06       Impact factor: 9.825

4.  Synthesis and Biological Evaluation of 2H-Indazole Derivatives: Towards Antimicrobial and Anti-Inflammatory Dual Agents.

Authors:  Jaime Pérez-Villanueva; Lilián Yépez-Mulia; Ignacio González-Sánchez; Juan Francisco Palacios-Espinosa; Olivia Soria-Arteche; Teresita Del Rosario Sainz-Espuñes; Marco A Cerbón; Karen Rodríguez-Villar; Ana Karina Rodríguez-Vicente; Miguel Cortés-Gines; Zeltzin Custodio-Galván; Dante B Estrada-Castro
Journal:  Molecules       Date:  2017-10-31       Impact factor: 4.411

5.  A regioselective C7 bromination and C7 palladium-catalyzed Suzuki-Miyaura cross-coupling arylation of 4-substituted NH-free indazoles.

Authors:  Khalid Boujdi; Nabil El Brahmi; Jérôme Graton; Didier Dubreuil; Sylvain Collet; Monique Mathé-Allainmat; Mohamed Akssira; Jacques Lebreton; Saïd El Kazzouli
Journal:  RSC Adv       Date:  2021-02-10       Impact factor: 3.361

6.  Oxidative cross-dehydrogenative coupling (CDC) via C(sp2)-H bond functionalization: tert-butyl peroxybenzoate (TBPB)-promoted regioselective direct C-3 acylation/benzoylation of 2H-indazoles with aldehydes/benzyl alcohols/styrenes.

Authors:  Richa Sharma; Lalit Yadav; Ravi Kant Yadav; Sandeep Chaudhary
Journal:  RSC Adv       Date:  2021-04-15       Impact factor: 3.361

7.  Rhodium(III)-catalyzed indazole synthesis by C-H bond functionalization and cyclative capture.

Authors:  Yajing Lian; Robert G Bergman; Luke D Lavis; Jonathan A Ellman
Journal:  J Am Chem Soc       Date:  2013-05-03       Impact factor: 15.419

8.  Design of selective COX-2 inhibitors in the (aza)indazole series. Chemistry, in vitro studies, radiochemistry and evaluations in rats of a [18F] PET tracer.

Authors:  Jonathan Elie; Johnny Vercouillie; Nicolas Arlicot; Lucas Lemaire; Rudy Bidault; Sylvie Bodard; Christel Hosselet; Jean-Bernard Deloye; Sylvie Chalon; Patrick Emond; Denis Guilloteau; Frédéric Buron; Sylvain Routier
Journal:  J Enzyme Inhib Med Chem       Date:  2019-12       Impact factor: 5.051
  8 in total

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