Synlett 2013; 24(12): 1549-1554
DOI: 10.1055/s-0033-1339193
letter
© Georg Thieme Verlag Stuttgart · New York

Synthesis of 2-Aryl Benzothiazoles via K2S2O8-Mediated Oxidative Condensation of Benzothiazoles with Benzylamines

Authors

  • Zhiyong Yang

    a   State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China, eMail: ztanze@gmail.com
  • Anwei Wang

    a   State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China, eMail: ztanze@gmail.com
  • Xiang Chen

    a   State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China, eMail: ztanze@gmail.com
  • Qingwen Gui

    a   State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China, eMail: ztanze@gmail.com
  • Jidan Liu

    a   State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China, eMail: ztanze@gmail.com
  • Ze Tan*

    a   State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China, eMail: ztanze@gmail.com
  • Hua Wang

    a   State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China, eMail: ztanze@gmail.com
  • Ji-Cheng Shi*

    b   School of Chemistry and Life Science, Guangdong University of Petrochemical Technology, Maoming, Guangdong 525000, P. R. of China   eMail: jchshi_mmc@126.com
Weitere Informationen

Publikationsverlauf

Received: 17. April 2013

Accepted after revision: 18. Mai 2013

Publikationsdatum:
17. Juni 2013 (online)


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Abstract

A novel way to synthesize 2-arylbenzothiazoles is described. Reactions of benzothiazoles with diverse benzylamines in the presence of K2S2O8 and KOt-Bu in DMSO–H2O afforded the desired 2-arylbenzothiazoles in good yields. It is notable that no transition-metal catalyst is needed in this reaction. Compared with other known methods, this method of synthesizing 2-arylbenzothiazoles can be advantageous in cases where substituted benzothiazoles and benzylamines are readily available.

Supporting Information