Literature DB >> 26732527

Copper-catalyzed tandem Ullmann type C-N coupling and dehydrative cyclization: synthesis of imidazo[1,2-c]quinazolines.

Nitesh K Nandwana1, Shiv Dhiman1, Ganesh M Shelke1, Anil Kumar1.   

Abstract

A simple and efficient one-pot protocol has been demonstrated for the synthesis of imidazo[1,2-c]quinazoline derivatives through a copper catalyzed tandem reaction between substituted 2-(2-bromophenyl)-1H-imidazoles and formamide. The synthetic protocol involves initial Ullmann-type C-N coupling followed by intramolecular dehydrative cyclization. The method uses readily available 2-(2-bromophenyl)-1H-imidazoles as the starting materials to afford imidazo[1,2-c]quinazolines in moderate to good yields and provided 610 mg (71%) yield of 3a from a gram scale reaction.

Entities:  

Year:  2016        PMID: 26732527     DOI: 10.1039/c5ob02469b

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


  3 in total

1.  Synthesis of N-Fused Benzimidazole-4,7-diones via Sequential Copper-Catalyzed C-N Coupling/Cyclization and Oxidation.

Authors:  Pham Duy Quang Dao; Son Long Ho; Chan Sik Cho
Journal:  ACS Omega       Date:  2018-05-25

2.  Dual Role of Glyoxal in Metal-Free Dicarbonylation Reaction: Synthesis of Symmetrical and Unsymmetrical Dicarbonyl Imidazoheterocycles.

Authors:  Nitesh Kumar Nandwana; Om P S Patel; Manu R Srivathsa; Anil Kumar
Journal:  ACS Omega       Date:  2019-06-11

3.  Halogen hydrogen-bonded organic framework (XHOF) constructed by singlet open-shell diradical for efficient photoreduction of U(VI).

Authors:  Lijuan Feng; Yihui Yuan; Bingjie Yan; Tiantian Feng; Yaping Jian; Jiacheng Zhang; Wenyan Sun; Ke Lin; Guangsheng Luo; Ning Wang
Journal:  Nat Commun       Date:  2022-03-16       Impact factor: 14.919

  3 in total

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