Literature DB >> 20446748

Palladium-catalyzed intramolecular amidation of C(sp2)-H bonds: synthesis of 4-aryl-2-quinolinones.

Kiyofumi Inamoto1, Tadataka Saito, Kou Hiroya, Takayuki Doi.   

Abstract

A catalytic synthetic approach for the synthesis of 2-quinolinone compounds through a Pd-catalyzed C(sp(2))-H functionalization/intramolecular amidation sequence is described. The cyclization process efficiently proceeds in the presence of a catalytic amount of PdCl(2) and Cu(OAc)(2) under an O(2) atmosphere, providing practical access to a range of variously substituted 4-aryl-2-quinolinones.

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Year:  2010        PMID: 20446748     DOI: 10.1021/jo100557s

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  6 in total

1.  Heterocycle Formation via Palladium-Catalyzed C-H Functionalization.

Authors:  Tian-Sheng Mei; Lei Kou; Sandy Ma; Keary M Engle; Jin-Quan Yu
Journal:  Synthesis (Stuttg)       Date:  2012-05-25       Impact factor: 3.157

2.  Palladium(0)-catalyzed intermolecular amination of unactivated C(sp³)-H bonds.

Authors:  Jun Pan; Mingjuan Su; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2011-08-02       Impact factor: 15.336

3.  Dirhodium-catalyzed C-H arene amination using hydroxylamines.

Authors:  Mahesh P Paudyal; Adeniyi Michael Adebesin; Scott R Burt; Daniel H Ess; Zhiwei Ma; László Kürti; John R Falck
Journal:  Science       Date:  2016-09-09       Impact factor: 47.728

4.  Transition Metal Free C-N Bond Forming Dearomatizations and Aryl C-H Aminations by in Situ Release of a Hydroxylamine-Based Aminating Agent.

Authors:  Joshua J Farndon; Xiaofeng Ma; John F Bower
Journal:  J Am Chem Soc       Date:  2017-09-27       Impact factor: 15.419

5.  Ligand-enabled triple C-H activation reactions: one-pot synthesis of diverse 4-aryl-2-quinolinones from propionamides.

Authors:  Youqian Deng; Wei Gong; Jian He; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2014-05-14       Impact factor: 15.336

6.  Weak Base-Promoted Lactamization under Microwave Irradiation: Synthesis of Quinolin-2(1H)-ones and Phenanthridin-6(5H)-ones.

Authors:  Pham Duy Quang Dao; Ho-Jin Lim; Chan Sik Cho
Journal:  ACS Omega       Date:  2018-09-27
  6 in total

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