Literature DB >> 25708198

Rh(III)-catalyzed direct C-H/C-H cross-coupling of quinones with arenes assisted by a directing group: identification of carbazole quinones as GSKβ inhibitors.

Youngtaek Moon1, Yujeong Jeong, Daehyuk Kook, Sungwoo Hong.   

Abstract

Rh-catalyzed direct C-H/C-H cross-coupling reaction of various (hetero)arenes with quinones is developed. This protocol is effective for a broad range of both quinone and arene substrates and a wide range of directing groups for this reaction, affording structurally diverse aryl-substituted quinones with high synthetic utility. Moreover, the present synthetic route allowed for the rapid construction of the carbazole quinone moiety that was identified as a new inhibitor scaffold for GSKβ.

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Year:  2015        PMID: 25708198     DOI: 10.1039/c4ob02624a

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  4 in total

1.  Late-Stage C-H Alkylation of Heterocycles and 1,4-Quinones via Oxidative Homolysis of 1,4-Dihydropyridines.

Authors:  Álvaro Gutiérrez-Bonet; Camille Remeur; Jennifer K Matsui; Gary A Molander
Journal:  J Am Chem Soc       Date:  2017-08-23       Impact factor: 15.419

2.  Iron catalyzed C-C dehydrogenative coupling reaction: synthesis of arylquinones from quinones/hydroquinones.

Authors:  Yu Dong; Chun Xie; Jia Chen; Ai Shen; Qi-Qi Luo; Bing He; Zhi-Fan Wang; Bo Chang; Fan Yang; Zhi-Chuan Shi
Journal:  RSC Adv       Date:  2022-01-28       Impact factor: 3.361

3.  Regioselective Oxidative Arylation of Fluorophenols.

Authors:  Congjun Yu; Frederic W Patureau
Journal:  Angew Chem Int Ed Engl       Date:  2019-10-31       Impact factor: 15.336

4.  Catalyst-Controlled Regiodivergent C-H Alkynylation of Thiophenes*.

Authors:  Arup Mondal; Manuel van Gemmeren
Journal:  Angew Chem Int Ed Engl       Date:  2020-11-09       Impact factor: 16.823

  4 in total

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