Synthesis 2020; 52(23): 3530-3548
DOI: 10.1055/s-0040-1707208
short review
© Georg Thieme Verlag Stuttgart · New York

Recent Advances in the Synthesis and Applications of 2-Arylbenzothiazoles

Fuqiang Gan
a   Department of Obstetrics and Gynecology, Jiangxi Provincial People’s Hospital, 92 Aiguo Road, Nanchang, Jiangxi 330006, P. R. of China   eMail: luopuying1979@126.com
,
Puying Luo
a   Department of Obstetrics and Gynecology, Jiangxi Provincial People’s Hospital, 92 Aiguo Road, Nanchang, Jiangxi 330006, P. R. of China   eMail: luopuying1979@126.com
,
Junyue Lin
b   Key Laboratory of Functional Small Organic Molecule, Ministry of Education and Jiangxi's Key Laboratory of Green Chemistry, Jiangxi Normal University, 99 Ziyang Road, Nanchang, Jiangxi 330022, P. R. of China
c   College of Chemistry & Chemical Engineering, Jinganshan University, Xueyuan Road, Ji’an, Jiangxi 343009, P. R. of China
,
Qiuping Ding
b   Key Laboratory of Functional Small Organic Molecule, Ministry of Education and Jiangxi's Key Laboratory of Green Chemistry, Jiangxi Normal University, 99 Ziyang Road, Nanchang, Jiangxi 330022, P. R. of China
› Institutsangaben
Financial support from the National Natural Science Foundation of China (21662017, 21961016), and Jiangxi Health and Family Planning Commission Project (20161015) is gratefully acknowledged.
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Publikationsverlauf

Received: 19. Mai 2020

Accepted after revision: 15. Juni 2020

Publikationsdatum:
05. August 2020 (online)


Abstract

This review firstly covers the applications of 2-arylbenzothiazoles as amyloid imaging agents, antitumor agents, and organic luminescent materials. Then we review the recent advances in the synthesis of 2-arylbenzothiazole derivatives. On the one hand, we introduce the approaches for construction of the 2-arylbenzothiazole core, including the following categories: (i) classic condensation of 2-aminothiophenols, (ii) direct arylation of benzothiazoles, (iii) intramolecular cyclization of thiobenzanilides, and (iv) tandem cyclization of anilines/ nitroarenes­ with elemental sulfur or sulfides. On the other hand, the transition-metal-catalyzed direct C–H functionalizations of 2-aryl­benzothiazoles are also involved in this review.

1 Introduction

2 Applications of 2-Arylbenzothiazoles

3 Construction of the 2-Arylbenzothiazole Core

4 Synthesis 2-Arylbenzothiazoles via Direct C–H Functionalization

5 Conclusion