Literature DB >> 14982423

Synthesis of aryl ketones by the PD-catalyzed C-H activation of arenes and intermolecular carbopalladation of nitriles.

Chengxiang Zhou1, Richard C Larock.   

Abstract

The palladium-catalyzed reaction of simple arenes and nitriles provides good to excellent yields of aryl ketones or the corresponding hindered imines. The addition of a small amount of DMSO increases the yields dramatically. Both intermolecular and intramolecular examples of this process are successful. This novel chemistry is believed to involve palladium-catalyzed C-H activation, followed by carbopalladation of the nitrile.

Entities:  

Year:  2004        PMID: 14982423     DOI: 10.1021/ja038687l

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  16 in total

1.  Rhodium(III)-catalyzed arylation of Boc-imines via C-H bond functionalization.

Authors:  Andy S Tsai; Michael E Tauchert; Robert G Bergman; Jonathan A Ellman
Journal:  J Am Chem Soc       Date:  2011-01-04       Impact factor: 15.419

2.  Rhodium(iii)-catalyzed synthesis of phthalides by cascade addition and cyclization of benzimidates with aldehydes.

Authors:  Yajing Lian; Robert G Bergman; Jonathan A Ellman
Journal:  Chem Sci       Date:  2012-08-02       Impact factor: 9.825

3.  Rhodium-catalyzed synthesis of branched amines by direct addition of benzamides to imines.

Authors:  Kevin D Hesp; Robert G Bergman; Jonathan A Ellman
Journal:  Org Lett       Date:  2012-04-13       Impact factor: 6.005

4.  Expedient synthesis of N-acyl anthranilamides and β-enamine amides by the Rh(III)-catalyzed amidation of aryl and vinyl C-H bonds with isocyanates.

Authors:  Kevin D Hesp; Robert G Bergman; Jonathan A Ellman
Journal:  J Am Chem Soc       Date:  2011-07-08       Impact factor: 15.419

5.  Transition-Metal-Catalyzed C-H Bond Addition to Carbonyls, Imines, and Related Polarized π Bonds.

Authors:  Joshua R Hummel; Jeffrey A Boerth; Jonathan A Ellman
Journal:  Chem Rev       Date:  2016-12-12       Impact factor: 60.622

6.  Mild aromatic palladium-catalyzed protodecarboxylation: kinetic assessment of the decarboxylative palladation and the protodepalladation steps.

Authors:  Joshua S Dickstein; John M Curto; Osvaldo Gutierrez; Carol A Mulrooney; Marisa C Kozlowski
Journal:  J Org Chem       Date:  2013-04-29       Impact factor: 4.354

7.  Copper-assisted palladium(II)-catalyzed direct arylation of cyclic enaminones with arylboronic acids.

Authors:  Yong Wook Kim; Micah J Niphakis; Gunda I Georg
Journal:  J Org Chem       Date:  2012-10-22       Impact factor: 4.354

8.  Direct palladium(II)-catalyzed synthesis of arylamidines from aryltrifluoroborates.

Authors:  Jonas Sävmarker; Jonas Rydfjord; Johan Gising; Luke R Odell; Mats Larhed
Journal:  Org Lett       Date:  2012-04-17       Impact factor: 6.005

9.  Synthesis of 2-substituted tetraphenylenes via transition-metal-catalyzed derivatization of tetraphenylene.

Authors:  Shulei Pan; Hang Jiang; Yanghui Zhang; Yu Zhang; Dushen Chen
Journal:  Beilstein J Org Chem       Date:  2016-06-22       Impact factor: 2.883

10.  Decarboxylative palladium(II)-catalyzed synthesis of aryl amidines from aryl carboxylic acids: development and mechanistic investigation.

Authors:  Jonas Rydfjord; Fredrik Svensson; Alejandro Trejos; Per J R Sjöberg; Christian Sköld; Jonas Sävmarker; Luke R Odell; Mats Larhed
Journal:  Chemistry       Date:  2013-08-28       Impact factor: 5.236

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