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Sulfur-Promoted Redox Cyclization of 2,2′-Dinitrodiphenyl Disulfides and Benzylamines

Authors :
Takumi Mizuno
Mitsutaka Imoto
Akihiro Nomoto
Akiya Ogawa
Motonori Takeda
Masahiro Teramoto
Source :
Synthesis. 53:2485-2493
Publication Year :
2021
Publisher :
Georg Thieme Verlag KG, 2021.

Abstract

This study aims to develop green and sustainable advanced synthetic methods based on redox cyclization. Elemental sulfur is shown to promote the efficient synthesis of 2-substituted benzothiazoles from 2,2′-dinitrodiphenyl disulfides and benzylamines via redox cyclization in the absence of transition-metal catalysts and solvents. The 2-substituted benzothiazoles are obtained in good to excellent yields. This synthetic methodology is highly atom-economical and does not require any external oxidizing and/or reducing agents.

Details

ISSN :
1437210X and 00397881
Volume :
53
Database :
OpenAIRE
Journal :
Synthesis
Accession number :
edsair.doi...........ce5a5b69883b8f9313e3ecae5b2be3ad