Literature DB >> 31829020

Electrochemically Enabled Double C-H Activation of Amides: Chemoselective Synthesis of Polycyclic Isoquinolinones.

Zi-Qiang Wang1, Cheng Hou1, Yuan-Fang Zhong1, Yu-Xuan Lu1, Zu-Yu Mo1, Ying-Ming Pan1, Hai-Tao Tang1.   

Abstract

We developed an electrochemically enabled dehydrogenative annulation reaction of amides and alkynes for the synthesis of antitumor polycyclic isoquinolinones through a double C-H activation route. No external oxidant is required in this reaction, and electricity is used for Ru catalyst circulation. The most remarkable feature of this reaction is the effective improvement of product regioselectivity under mild electrolytic conditions in comparison with previously set strong oxidant conditions.

Entities:  

Year:  2019        PMID: 31829020     DOI: 10.1021/acs.orglett.9b03682

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


  5 in total

1.  A Strategy for Site- and Chemoselective C-H Alkenylation through Osmaelectrooxidative Catalysis.

Authors:  Isaac Choi; Antonis M Messinis; Xiaoyan Hou; Lutz Ackermann
Journal:  Angew Chem Int Ed Engl       Date:  2021-11-18       Impact factor: 16.823

2.  Azaruthena(II)-bicyclo[3.2.0]heptadiene: Key Intermediate for Ruthenaelectro(II/III/I)-catalyzed Alkyne Annulations.

Authors:  Long Yang; Ralf Steinbock; Alexej Scheremetjew; Rositha Kuniyil; Lars H Finger; Antonis M Messinis; Lutz Ackermann
Journal:  Angew Chem Int Ed Engl       Date:  2020-05-12       Impact factor: 15.336

3.  Divergent rhodium-catalyzed electrochemical vinylic C-H annulation of acrylamides with alkynes.

Authors:  Yi-Kang Xing; Xin-Ran Chen; Qi-Liang Yang; Shuo-Qing Zhang; Hai-Ming Guo; Xin Hong; Tian-Sheng Mei
Journal:  Nat Commun       Date:  2021-02-10       Impact factor: 14.919

Review 4.  1,2-Difunctionalizations of alkynes entailing concomitant C-C and C-N bond-forming carboamination reactions.

Authors:  Santosh Kumar Nanda; Rosy Mallik
Journal:  RSC Adv       Date:  2022-03-04       Impact factor: 3.361

5.  Ti-superoxide catalyzed oxidative amidation of aldehydes with saccharin as nitrogen source: synthesis of primary amides.

Authors:  Rohit B Kamble; Kishor D Mane; Bapurao D Rupanawar; Pranjal Korekar; A Sudalai; Gurunath Suryavanshi
Journal:  RSC Adv       Date:  2020-01-02       Impact factor: 4.036

  5 in total

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