Literature DB >> 27266834

Tandem Rh(III)-Catalyzed C-H Amination/Annulation Reactions: Synthesis of Indoloquinoline Derivatives in Water.

Liangliang Shi, Baiquan Wang1.   

Abstract

An efficient Rh(III)-catalyzed synthetic method for indoloquinoline derivatives from readily available indoles and isoxazoles was developed. This annulation procedure undergoes tandem C-H activation, cyclization, and condensation steps. In this domino cyclization reaction, water is an efficient solvent. A catalytically competent five-membered rhodacycle has been isolated and characterized, thus revealing a key intermediate in the catalytic cycle.

Entities:  

Year:  2016        PMID: 27266834     DOI: 10.1021/acs.orglett.6b01234

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


  7 in total

1.  Regioselective differentiation of vicinal methylene C-H bonds enabled by silver-catalysed nitrene transfer.

Authors:  Ryan J Scamp; Bradley Scheffer; Jennifer M Schomaker
Journal:  Chem Commun (Camb)       Date:  2019-06-20       Impact factor: 6.222

2.  Diverting Reactive Intermediates Toward Unusual Chemistry: Unexpected Anthranil Products from Davis-Beirut Reaction.

Authors:  Jie S Zhu; Jung-Ho Son; Andrew P Teuthorn; Makhluf J Haddadin; Mark J Kurth; Dean J Tantillo
Journal:  J Org Chem       Date:  2017-09-28       Impact factor: 4.354

Review 3.  A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

Authors:  Carlo Sambiagio; David Schönbauer; Remi Blieck; Toan Dao-Huy; Gerit Pototschnig; Patricia Schaaf; Thomas Wiesinger; Muhammad Farooq Zia; Joanna Wencel-Delord; Tatiana Besset; Bert U W Maes; Michael Schnürch
Journal:  Chem Soc Rev       Date:  2018-08-28       Impact factor: 54.564

4.  Indium-Catalyzed Annulation of o-Acylanilines with Alkoxyheteroarenes: Synthesis of Heteroaryl[b]quinolines and Subsequent Transformation to Cryptolepine Derivatives.

Authors:  Kyohei Yonekura; Mika Shinoda; Yuko Yonekura; Teruhisa Tsuchimoto
Journal:  Molecules       Date:  2018-04-05       Impact factor: 4.411

Review 5.  Advancements in the synthesis of fused tetracyclic quinoline derivatives.

Authors:  Ramadan A Mekheimer; Mariam A Al-Sheikh; Hanadi Y Medrasi; Kamal U Sadek
Journal:  RSC Adv       Date:  2020-05-27       Impact factor: 4.036

6.  PhI(OAc)2-mediated intramolecular oxidative C-N coupling and detosylative aromatization: an access to indolo[2,3-b]quinolines.

Authors:  Quan-Bing Wang; Shi Tang; Ying-Jie Wang; Yue Yuan; Tieqiao Chen; Ai-Qun Jia
Journal:  RSC Adv       Date:  2021-05-10       Impact factor: 3.361

7.  Copper-Catalyzed Dual Cyclization for the Synthesis of Quinindolines.

Authors:  Hung-Kai Wang; Yu-Lun Chio; Gangaram Pallikonda; Hsyueh-Liang Wu; Haw-Lih Su; Jen-Chieh Hsieh
Journal:  Molecules       Date:  2020-11-13       Impact factor: 4.411

  7 in total

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