Literature DB >> 30561207

Sodium Salts (NaI/NaBr/NaCl) for the Halogenation of Imidazo-Fused Heterocycles.

Rashmi Semwal1, Chitrakar Ravi1, Rahul Kumar1, Ramavatar Meena1, Subbarayappa Adimurthy1.   

Abstract

We report herein an effective method for the halogenation of imidazo-fused heterocycles using readily available sodium salts (NaCl/NaBr/NaI) as halogen source and K2S2O8 (or) oxone as promoter. A variety of C-3 halogenated imidazo[1,2- a]pyridines and benzo[d]imidazo[2,1- b]thiazoles were obtained in good to excellent yields. The present method of halogenation has been also extended to 2-aminopyridines, 2-aminopyrimidine, indole, and isoquinoline with moderate to excellent yields.

Entities:  

Year:  2018        PMID: 30561207     DOI: 10.1021/acs.joc.8b02637

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


  6 in total

1.  Copper-catalyzed three-component reaction to synthesize polysubstituted imidazo[1,2-a]pyridines.

Authors:  Zitong Zhou; Danyang Luo; Guanrong Li; Zhongtao Yang; Liao Cui; Weiguang Yang
Journal:  RSC Adv       Date:  2022-07-14       Impact factor: 4.036

2.  Synthesis of Alkyl Halides from Aldehydes via Deformylative Halogenation.

Authors:  Shengzong Liang; Tatsuya Kumon; Ricardo A Angnes; Melissa Sanchez; Bo Xu; Gerald B Hammond
Journal:  Org Lett       Date:  2019-05-03       Impact factor: 6.005

3.  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

4.  Metal free C-3 chalcogenation (sulfenylation and selenylation) of 4H-pyrido[1,2-a]pyrimidin-4-ones.

Authors:  Prasanjit Ghosh; Gautam Chhetri; Sajal Das
Journal:  RSC Adv       Date:  2021-03-09       Impact factor: 3.361

5.  DABCO as a practical catalyst for aromatic halogenation with N-halosuccinimides.

Authors:  Haiyan Xu; Lanping Hu; Guanghua Zhu; Yueping Zhu; Yang Wang; Zheng-Guang Wu; You Zi; Weichun Huang
Journal:  RSC Adv       Date:  2022-03-02       Impact factor: 3.361

6.  Chemodivergent synthesis of N-(pyridin-2-yl)amides and 3-bromoimidazo[1,2-a]pyridines from α-bromoketones and 2-aminopyridines.

Authors:  Yanpeng Liu; Lixue Lu; Haipin Zhou; Feijie Xu; Cong Ma; Zhangjian Huang; Jinyi Xu; Shengtao Xu
Journal:  RSC Adv       Date:  2019-10-28       Impact factor: 4.036

  6 in total

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