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

被引:0
作者
Teramoto, Masahiro [1 ,2 ]
Imoto, Mitsutaka [1 ]
Takeda, Motonori [1 ]
Mizuno, Takumi [1 ]
Nomoto, Akihiro [2 ]
Ogawa, Akiya [2 ]
机构
[1] Seika Corp, 1660-627 Nishihama, Wakayama 6410036, Japan
[2] Osaka Prefecture Univ, Grad Sch Engn, Dept Appl Chem, Naka Ku, 1-1 Gakuen Cho, Sakai, Osaka 5998531, Japan
来源
SYNTHESIS-STUTTGART | 2021年 / 53卷 / 14期
关键词
redox cyclization; benzothiazoles; 2,2 '-dinitrodiphenyl disulfides; benzylamines; elemental sulfur; atom-economical; ELEMENTAL SULFUR; HIGHLY EFFICIENT; DIRECT ARYLATION; BENZOTHIAZOLES; CONDENSATION; ABPBT;
D O I
10.1055/a-1430-5100
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:2485 / 2493
页数:9
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