Literature DB >> 17020343

Ortho-arylation of benzamides.

Dmitry Shabashov1, Olafs Daugulis.   

Abstract

[reaction: see text] A simple method for the direct ortho-arylation of benzoic acid amides has been developed. The palladium-catalyzed reactions proceed in trifluoroacetic acid and require the presence of stoichiometric silver acetate. This presents an alternative to the currently used ortho-lithiation strategies for the synthesis of arylated benzoic acid derivatives.

Entities:  

Year:  2006        PMID： 17020343     DOI： 10.1021/ol0619866

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


  10 in total

1.  Cobalt-Catalyzed Coupling of Benzoic Acid C-H Bonds with Alkynes, Styrenes, and 1,3-Dienes.

Authors:  Tung Thanh Nguyen; Liene Grigorjeva; Olafs Daugulis
Journal:  Angew Chem Int Ed Engl       Date:  2018-01-10       Impact factor: 15.336

2.  Auxiliary-assisted palladium-catalyzed arylation and alkylation of sp2 and sp3 carbon-hydrogen bonds.

Authors:  Dmitry Shabashov; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2010-03-24       Impact factor: 15.419

3.  Theoretical studies on the mechanism of Pd2+-catalyzed regioselective C-H alkylation of indole with MesICH2CF3OTf.

Authors:  Yao Shi; Hongsheng Ma; Jiaxuan Shao; Chao Deng
Journal:  J Mol Model       Date:  2021-05-04       Impact factor: 1.810

4.  N-acylsulfonamide assisted tandem C-H olefination/annulation: synthesis of isoindolinones.

Authors:  Chen Zhu; J R Falck
Journal:  Org Lett       Date:  2011-02-08       Impact factor: 6.005

5.  Synthesis of Fluorenes via the Palladium-Catalyzed 5-Exo-dig Annulation of o-Alkynyl Biaryls.

Authors:  Natalia Chernyak; Vladimir Gevorgyan
Journal:  Adv Synth Catal       Date:  2009-05-01       Impact factor: 5.837

6.  Exclusive 5-exo-dig hydroarylation of o-alkynyl biaryls proceeding via C-H activation pathway.

Authors:  Natalia Chernyak; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2008-03-22       Impact factor: 15.419

7.  Carbon-hydrogen bond functionalization approach for the synthesis of fluorenones and ortho-arylated benzonitriles.

Authors:  Dmitry Shabashov; Jesús R Molina Maldonado; Olafs Daugulis
Journal:  J Org Chem       Date:  2008-09-03       Impact factor: 4.354

8.  Palladium- and copper-catalyzed arylation of carbon-hydrogen bonds.

Authors:  Olafs Daugulis; Hien-Quang Do; Dmitry Shabashov
Journal:  Acc Chem Res       Date:  2009-08-18       Impact factor: 22.384

9.  Studies on asymmetric total synthesis of (-)-β-hydrastine via a chiral epoxide ring-opening cascade cyclization strategy.

Authors:  Jihui Li; Tianxiao Wu; Xinjing Song; Yang Zheng; Jiaxin Meng; Qiaohua Qin; Yongxiang Liu; Dongmei Zhao; Maosheng Cheng
Journal:  RSC Adv       Date:  2020-05-19       Impact factor: 4.036

10.  Room-Temperature Direct β-Arylation of Thiophenes and Benzo[b]thiophenes and Kinetic Evidence for a Heck-type Pathway.

Authors:  Chiara Colletto; Saidul Islam; Francisco Juliá-Hernández; Igor Larrosa
Journal:  J Am Chem Soc       Date:  2016-01-28       Impact factor: 15.419
  10 in total

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