Literature DB >> 21545163

Palladium-catalyzed decarboxylative arylation of potassium cyanoacetate: synthesis of α-diaryl nitriles from aryl halides.

Pui Yee Yeung1, Kin Ho Chung, Fuk Yee Kwong.   

Abstract

A palladium-catalyzed decarboxylative coupling of potassium cyanoacetate with aryl bromides and chlorides is described. The reaction conditions feature the absence of additional strong inorganic bases and provide ester functional group tolerance. With Pd(dba)(2) and XPhos ligand as the catalyst system, α-diaryl nitriles can be obtained in good yields.

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Year:  2011        PMID: 21545163     DOI: 10.1021/ol2009522

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


  7 in total

1.  A General and Practical Palladium-Catalyzed Direct α-Arylation of Amides with Aryl Halides.

Authors:  Bing Zheng; Tiezheng Jia; Patrick J Walsh
Journal:  Adv Synth Catal       Date:  2014-01-13       Impact factor: 5.837

2.  Palladium-Catalyzed α-Arylation of Methyl Sulfonamides with Aryl Chlorides.

Authors:  Bing Zheng; Minyan Li; Gui Gao; Yuying He; Patrick J Walsh
Journal:  Adv Synth Catal       Date:  2016-06-15       Impact factor: 5.837

3.  Merging photoredox and nickel catalysis: decarboxylative cross-coupling of carboxylic acids with vinyl halides.

Authors:  Adam Noble; Stefan J McCarver; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2015-01-12       Impact factor: 15.419

4.  Palladium-catalyzed ligand-promoted site-selective cyanomethylation of unactivated C(sp3)-H bonds with acetonitrile.

Authors:  Yongbing Liu; Ke Yang; Haibo Ge
Journal:  Chem Sci       Date:  2016-01-06       Impact factor: 9.825

5.  About the selectivity and reactivity of active nickel electrodes in C-C coupling reactions.

Authors:  Sebastian B Beil; Manuel Breiner; Lara Schulz; Aaron Schüll; Timo Müller; Dieter Schollmeyer; Alexander Bomm; Michael Holtkamp; Uwe Karst; Wolfgang Schade; Siegfried R Waldvogel
Journal:  RSC Adv       Date:  2020-04-08       Impact factor: 3.361

6.  Nickel-Catalyzed Arylation of Heteroaryl-containing Diarylmethanes: Exceptional Reactivity of the Ni(NIXANTPHOS)-based Catalyst.

Authors:  Xinyu Cao; Sheng-Chun Sha; Minyan Li; Byeong-Seon Kim; Catherine Morgan; Rudan Huang; Xiaodong Yang; Patrick J Walsh
Journal:  Chem Sci       Date:  2015-10-26       Impact factor: 9.825

7.  Transition metal-free direct dehydrogenative arylation of activated C(sp3)-H bonds: synthetic ambit and DFT reactivity predictions.

Authors:  Kaitlyn Lovato; Lirong Guo; Qing-Long Xu; Fengting Liu; Muhammed Yousufuddin; Daniel H Ess; László Kürti; Hongyin Gao
Journal:  Chem Sci       Date:  2018-08-27       Impact factor: 9.825

  7 in total

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