Literature DB >> 23819443

Efficient preparation of 4-hydroxyquinolin-2(1H)-one derivatives with silver-catalyzed carbon dioxide incorporation and intramolecular rearrangement.

Tomonobu Ishida1, Satoshi Kikuchi, Tohru Yamada.   

Abstract

Although 4-hydroxyquinolin-2(1H)-one derivatives have attracted much attention due to their biological benefits, conventional reactions under harsh heat conditions must be employed to provide these key compounds. In the presence of a catalytic amount of silver salt, various o-alkynylanilines were treated with carbon dioxide and a base under mild reaction conditions to afford the corresponding 4-hydroxyquinolin-2(1H)-one derivatives in high yield.

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Year:  2013        PMID: 23819443     DOI: 10.1021/ol401571r

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


  3 in total

1.  Synthesis of 1,2-dihydro-2-oxo-4-quinolinyl phosphates from 2-acyl-benzoic acids.

Authors:  Xinhua He; Tharcilla Aglio; Jeffrey R Deschamps; Rachita Rai; Fengtian Xue
Journal:  Tetrahedron Lett       Date:  2015-03-11       Impact factor: 2.415

2.  Ethyl 3-(2,4-dioxocyclohexyl)propanoate as a novel precursor for N-substituted 4,4a,5,6-tetrahydroquinoline-2,7(1H,3H)-diones and their corresponding 3,4-dihydro-7-hydroxyquinolin-2(1H)-ones and 7-hydroxyquinolin-2(1H)-ones synthesis.

Authors:  Vandna Thakur; Dharminder Sharma; Pralay Das
Journal:  Mol Divers       Date:  2015-11-04       Impact factor: 2.943

3.  Gold-catalyzed post-Ugi alkyne hydroarylation for the synthesis of 2-quinolones.

Authors:  Xiaochen Du; Jianjun Huang; Anton A Nechaev; Ruwei Yao; Jing Gong; Erik V Van der Eycken; Olga P Pereshivko; Vsevolod A Peshkov
Journal:  Beilstein J Org Chem       Date:  2018-10-04       Impact factor: 2.883

  3 in total

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