Literature DB >> 26473943

Regioselective Synthesis of Indolo[1,2-c]quinazolines and 11H-Indolo[3,2-c]quinolines via Copper-Catalyzed Cascade Reactions of 2-(2-Bromoaryl)-1H-indoles with Aldehydes and Aqueous Ammonia.

Shenghai Guo1, Li Tao1, Wenwen Zhang1, Xinying Zhang1, Xuesen Fan1.   

Abstract

Highly selective and convenient synthesis of indolo[1,2-c]quinazolines and 11H-indolo[3,2-c]quinolines through copper-catalyzed one-pot cascade reactions of 2-(2-bromoaryl)-1H-indoles with aldehydes and aqueous ammonia has been achieved. Notably, the regioselectivity was easily controlled by tuning the reaction conditions. Compared with literature methods, the present protocol features easily controlled selectivity, readily available starting materials, good functional group tolerance, and simple operation procedures.

Entities:  

Year:  2015        PMID: 26473943     DOI: 10.1021/acs.joc.5b02076

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


  4 in total

Review 1.  Isolation and synthesis of cryptosanguinolentine (isocryptolepine), a naturally-occurring bioactive indoloquinoline alkaloid.

Authors:  Elida N Thobokholt; Enrique L Larghi; Andrea B J Bracca; Teodoro S Kaufman
Journal:  RSC Adv       Date:  2020-05-19       Impact factor: 4.036

Review 2.  Chemical Insights Into the Synthetic Chemistry of Quinazolines: Recent Advances.

Authors:  Muhammad Faisal; Aamer Saeed
Journal:  Front Chem       Date:  2021-01-14       Impact factor: 5.221

Review 3.  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

4.  Synthesis of indolo[1,2-c]quinazolines from 2-alkynylaniline derivatives through Pd-catalyzed indole formation/cyclization with N,N-dimethylformamide dimethyl acetal.

Authors:  Antonio Arcadi; Sandro Cacchi; Giancarlo Fabrizi; Francesca Ghirga; Antonella Goggiamani; Antonia Iazzetti; Fabio Marinelli
Journal:  Beilstein J Org Chem       Date:  2018-09-14       Impact factor: 2.883

  4 in total

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