Efficient 2-aryl benzothiazole formation from acetophenones, anilines, and elemental sulfur by iodine-catalyzed oxidative C(CO)-C(alkyl) bond cleavage

被引:27
|
作者
Liu, Yafeng [1 ]
Yuan, Xinglong [1 ]
Guo, Xin [1 ]
Zhang, Xueguo [1 ]
Chen, Baohua [1 ]
机构
[1] Lanzhou Univ, Dept Chem, Key Lab Nonferrous Met Chem & Resources Utilizat, State Key Lab Appl Organ Chem, Lanzhou, Gansu, Peoples R China
基金
中国国家自然科学基金;
关键词
Benzothiazoles; Acetophenones; Anilines; Elemental sulfur; C-C bond cleavage; C-S; 2-SUBSTITUTED BENZOTHIAZOLES; SUBSTITUTED BENZOTHIAZOLES; 3-COMPONENT SYNTHESIS; COPPER; BENZOXAZOLES; POTENT; 2-ARYLBENZOTHIAZOLE; FUNCTIONALIZATION; ANALOGS;
D O I
10.1016/j.tet.2018.08.047
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel and efficient iodine-catalyzed one-pot reaction of aromatic amines, acetophenones, and elemental sulfur for the synthesis of 2-aryl benzothiazoles is described. The process involves sequential C-S and C-N bond formation followed by C(CO)-C bond cleavage from readily accessible starting materials. A wide range of functional groups is tolerated under oxidant and metal-free condition and moderate to good product yields are obtained. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6057 / 6062
页数:6
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