Literature DB >> 20606711

Synthesis of 2,3-diarylsubstituted indazoles utilizing a Suzuki cross-coupling/deprotection/N-arylation sequence.

James M Salovich1, Craig W Lindsley, Corey R Hopkins.   

Abstract

Herein we report a general synthesis of 1,3-diarylsubstituted indazoles utilizing a two-step Suzuki cross-coupling/deprotection/N-arylation sequence. This procedure proceeds in excellent overall yield starting from the 3-iodo-N-Boc indazole derivative allowing for rapid access to these compounds.

Entities:  

Year:  2010        PMID： 20606711      PMCID： PMC2893583          DOI： 10.1016/j.tetlet.2010.05.060

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  7 in total

1.  A general and efficient copper catalyst for the amidation of aryl halides and the N-arylation of nitrogen heterocycles.

Authors:  A Klapars; J C Antilla; X Huang; S L Buchwald
Journal:  J Am Chem Soc       Date:  2001-08-08       Impact factor: 15.419

2.  Synthesis and biological evaluation of N-(7-indazolyl)benzenesulfonamide derivatives as potent cell cycle inhibitors.

Authors:  L Bouissane; S El Kazzouli; S Léonce; B Pfeiffer; E M Rakib; M Khouili; G Guillaumet
Journal:  Bioorg Med Chem       Date:  2005-11-07       Impact factor: 3.641

3.  Development of paramagnetic probes for molecular recognition studies in protein kinases.

Authors:  Jesus Vazquez; Surya K De; Li-Hsing Chen; Megan Riel-Mehan; Aras Emdadi; Jason Cellitti; John L Stebbins; Michele F Rega; Maurizio Pellecchia
Journal:  J Med Chem       Date:  2008-06-26       Impact factor: 7.446

Review 4.  Pharmacological properties of indazole derivatives: recent developments.

Authors:  Hugo Cerecetto; Alejandra Gerpe; Mercedes González; Vicente J Arán; Carmen Ochoa de Ocáriz
Journal:  Mini Rev Med Chem       Date:  2005-10       Impact factor: 3.862

5.  Design and synthesis of 6-anilinoindazoles as selective inhibitors of c-Jun N-terminal kinase-3.

Authors:  Britt-Marie Swahn; Fernando Huerta; Elisabet Kallin; Jonas Malmström; Tatjana Weigelt; Jenny Viklund; Patrick Womack; Yafeng Xue; Liselotte Ohberg
Journal:  Bioorg Med Chem Lett       Date:  2005-11-15       Impact factor: 2.823

Review 6.  The recent impact of solid-phase synthesis on medicinally relevant benzoannelated nitrogen heterocycles.

Authors:  Stefan Bräse; Carmen Gil; Kerstin Knepper
Journal:  Bioorg Med Chem       Date:  2002-08       Impact factor: 3.641

7.  Copper-diamine-catalyzed N-arylation of pyrroles, pyrazoles, indazoles, imidazoles, and triazoles.

Authors:  Jon C Antilla; Jeremy M Baskin; Timothy E Barder; Stephen L Buchwald
Journal:  J Org Chem       Date:  2004-08-20       Impact factor: 4.354
  7 in total
  2 in total

1.  The Suzuki reaction applied to the synthesis of novel pyrrolyl and thiophenyl indazoles.

Authors:  Antonella Migliorini; Chiara Oliviero; Tecla Gasperi; Maria Antonietta Loreto
Journal:  Molecules       Date:  2012-04-16       Impact factor: 4.411

2.  Suzuki-Type Cross-Coupling Reaction of Unprotected 3-Iodoindazoles with Pinacol Vinyl Boronate: An Expeditive C-3 Vinylation of Indazoles under Microwave Irradiation.

Authors:  Gonzalo Vera; Benjamín Diethelm; Claudio A Terraza; Gonzalo Recabarren-Gajardo
Journal:  Molecules       Date:  2018-08-16       Impact factor: 4.411
  2 in total

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