Literature DB >> 26918770

Electrochemical Synthesis of Benzazoles from Alcohols and o-Substituted Anilines with a Catalytic Amount of Co(II) Salt.

Yin-Long Lai1, Jian-Shan Ye1, Jing-Mei Huang2.   

Abstract

An electrochemical synthesis of benzazoles directly from alcohols and o-substituted anilines has been developed. The reaction conditions have been optimized by varying the composition of the electrolyte and the metal salt used as catalyst. The cyclization proceeds smoothly with a catalytic amount of a cobalt salt under air at room temperature to afford 2-substituted benzimidazoles, benzothiazoles, and benzoxazoles in good to excellent yields with a wide substrate scope.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alcohols; benzazoles; cobalt; electrochemistry; o-substituted anilines

Year:  2016        PMID: 26918770     DOI: 10.1002/chem.201505074

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  5 in total

Review 1.  Electrifying Organic Synthesis.

Authors:  Anton Wiebe; Tile Gieshoff; Sabine Möhle; Eduardo Rodrigo; Michael Zirbes; Siegfried R Waldvogel
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2.  Non-metal-mediated N-oxyl radical (TEMPO)-induced acceptorless dehydrogenation of N-heterocycles via electrocatalysis.

Authors:  Huiqing Hou; Xinhua Ma; Yaling Ye; Mei Wu; Sunjie Shi; Wenhe Zheng; Mei Lin; Weiming Sun; Fang Ke
Journal:  RSC Adv       Date:  2022-02-16       Impact factor: 3.361

3.  Electrochemical sulfonylation of alkenes with sulfonyl hydrazides: a metal- and oxidant-free protocol for the synthesis of (E)-vinyl sulfones in water.

Authors:  Yin-Long Lai; Yunyan Mo; Shaoxi Yan; Shengling Zhang; Lejie Zhu; Jianmin Luo; Huishi Guo; Jianpeng Cai; Jianhua Liao
Journal:  RSC Adv       Date:  2020-09-08       Impact factor: 4.036

4.  Cobalt-catalyzed electrooxidative C-H/N-H [4+2] annulation with ethylene or ethyne.

Authors:  Shan Tang; Dan Wang; Yichang Liu; Li Zeng; Aiwen Lei
Journal:  Nat Commun       Date:  2018-02-23       Impact factor: 14.919

5.  Iodonium Cation-Pool Electrolysis for the Three-Component Synthesis of 1,3-Oxazoles.

Authors:  Lars E Sattler; Gerhard Hilt
Journal:  Chemistry       Date:  2020-12-03       Impact factor: 5.020

  5 in total

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