A metal-free and recyclable synthesis of benzothiazoles using thiourea as a sulfur surrogate. Issue 13 (25th March 2015)

• Record Type: Journal Article
• Authors: Yin, Yan; Zhou, Hong; Liu, Xichen; Chen, Haiying; Wu, Fanhong; Zhang, Heng; Tao, Ruiheng; Cheng, Fengkai; Feng, Yangbo
• Is Part Of: Tetrahedron letters. Volume 56:Issue 13(2015)
• Page Start: 1709
• Page End: 1712
• Publication Date: 2015-03-25
• Subjects: Benzothiazoles -- Thiourea -- Isothiouronium salt -- TFA -- ROCK inhibitors; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.02.054
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: Using odorless thiourea as the S source, benzothiazoles and asymmetric disulfides could be obtained from thioformanilides through the tandem cyclization/nucleophilic addition/hydrolysis/nucleophilic substitution reaction. Furthermore, the obtained asymmetric disulfides could readily transfer to benzothiazoles after nitro-reduction and amide formation reaction. This metal-free and recyclable synthetic methodology offered a time-efficient, less expensive, and environmentally friendly alternative to multifunctional benzothiazoles.