Literature DB >> 28817291

Assembly of 2-Arylbenzothiazoles through Three-Component Oxidative Annulation under Transition-Metal-Free Conditions.

Xingzong Che1, Jingjing Jiang1, Fuhong Xiao1, Huawen Huang1, Guo-Jun Deng1,2.   

Abstract

Highly efficient methods for the synthesis of 2-arylbenzothiazoles and 2-arylnaphtho[2,1-d]thiazoles have been developed. Readily available aromatic amines, benzaldehydes, and elemental sulfur were directly assembled through oxidative annulation and C-H functionalization under transition-metal-free conditions, where DMSO or oxygen served as the oxidant. NH4I or KI as the catalyst was found to be effective to promote the transformations to give the annulation products in good to excellent yields with wide functional group tolerance.

Entities:  

Year:  2017        PMID: 28817291     DOI: 10.1021/acs.orglett.7b02168

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

Review 1.  Synthetic Approaches to Biologically Active C-2-Substituted Benzothiazoles.

Authors:  Bagrat A Shainyan; Larisa V Zhilitskaya; Nina O Yarosh
Journal:  Molecules       Date:  2022-04-18       Impact factor: 4.927

Review 2.  Current advances in the synthetic strategies of 2-arylbenzothiazole.

Authors:  Ayushi Sethiya; Nusrat Sahiba; Pankaj Teli; Jay Soni; Shikha Agarwal
Journal:  Mol Divers       Date:  2020-11-12       Impact factor: 2.943

3.  Ru(II)-Catalyzed Regioselective C-N Bond Formation on Benzothiazoles Employing Acyl Azide as an Amidating Agent.

Authors:  Stephy Elza John; Darshana Bora; Vivek Dhiman; Ramya Tokala; Gananadhamu Samanthula; Nagula Shankaraiah
Journal:  ACS Omega       Date:  2021-12-27

4.  Brønsted acid-promoted thiazole synthesis under metal-free conditions using sulfur powder as the sulfur source.

Authors:  Penghui Ni; Jing Tan; Rong Li; Huawen Huang; Feng Zhang; Guo-Jun Deng
Journal:  RSC Adv       Date:  2020-01-23       Impact factor: 3.361

5.  Catalyst- and Additive-Free Method for the Synthesis of 2-Substituted Benzothiazoles from Aromatic Amines, Aliphatic Amines, and Elemental Sulfur.

Authors:  Xiaoming Zhu; Fengru Zhou; Yuan Yang; Guobo Deng; Yun Liang
Journal:  ACS Omega       Date:  2020-05-29
  5 in total

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