Literature DB >> 24156564

Synthesis of isoquinolines via Rh(III)-catalyzed C-H activation using hydrazone as a new oxidizing directing group.

Sheng-Chieh Chuang1, Parthasarathy Gandeepan, Chien-Hong Cheng.   

Abstract

An efficient and mechanistically interesting method for the synthesis of highly substituted isoquinolines by a Rh(III)-catalyzed hydrazone directed ortho C-H bond activation and annulation without an external oxidant is described. This reaction is accomplished via a C-C and C-N bond formation along with N-N bond cleavage.

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Year:  2013        PMID: 24156564     DOI: 10.1021/ol402796m

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


  5 in total

1.  Rh(iii)-catalyzed synthesis of tetracyclic isoquinolinium salts via C-H activation and [4+2] annulation of 1-phenyl-3,4-dihydroisoquinolines and alkynes in ethanol.

Authors:  Xinxin Dang; Yu He; Yingtian Liu; Xuehong Chen; Jun-Long Li; Xian-Li Zhou; Hezhong Jiang; Jiahong Li
Journal:  RSC Adv       Date:  2018-08-24       Impact factor: 4.036

2.  Unified synthesis of mono/bis-arylated phenols via RhIII-catalyzed dehydrogenative coupling.

Authors:  Qian Wu; Ying Chen; Dingyuan Yan; Muyue Zhang; Yi Lu; Wei-Yin Sun; Jing Zhao
Journal:  Chem Sci       Date:  2016-08-03       Impact factor: 9.825

3.  Rhodium-catalyzed C-H functionalization-based approach to eight-membered lactams.

Authors:  Shangze Wu; Rong Zeng; Chunling Fu; Yihua Yu; Xue Zhang; Shengming Ma
Journal:  Chem Sci       Date:  2015-02-05       Impact factor: 9.825

4.  Rhodium(iii)-catalyzed annulation of enamides with sulfoxonium ylides toward isoquinolines.

Authors:  Chao Hong; Shuling Yu; Zhanxiang Liu; Yuhong Zhang
Journal:  RSC Adv       Date:  2021-03-19       Impact factor: 3.361

5.  Rh(III)-catalyzed cyclopropanation initiated by C-H activation: ligand development enables a diastereoselective [2 + 1] annulation of N-enoxyphthalimides and alkenes.

Authors:  Tiffany Piou; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2014-08-05       Impact factor: 15.419

  5 in total

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