- Ionic Reactivity of 2-Isocyanoaryl Thioethers: Access to 2-Halo and 2-Aminobenzothia/Selenazoles
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An ionic cascade insertion/cyclization reaction of thia-/selena-functionalized arylisocyanides has been successfully developed for the efficient and practical synthesis of 2-halobenzothiazole/benzoselenazole derivatives. This synthetic protocol, incorporating a halogen atom when forming the five-membered ring of benzothia/selenazoles, is different from the existing ones, where halogenation of the preformed benzothia/selenazole precursors happens. Additionally, a facile access to 2-aminobenzothiazoles is also achieved by the one-pot cascade reaction of 2-isocyanoaryl thioethers, iodine, and amines.
- Bao, Lan,Dong, Jinhuan,Hu, Junlin,Jia, Mengying,Liu, Xiaoli,Sun, Shaoguang,Xu, Xianxiu
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supporting information
(2022/02/23)
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- Copper-catalyzed decarboxylative methylthiolation of aromatic carboxylate salts with DMSO
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A novel copper-catalyzed decarboxylative methylthiolation of arenecarboxylate salts has been realized using DMSO as the methylthiolation source. Various potassium aryl carboxylates underwent decarboxylative methylthiolation under air to furnish the corresponding aryl methyl thioethers in moderate to excellent yields. The reaction tolerated a wide variety of functional groups. Notably, the synthesis of ethylthioethers was also successfully achieved directly from diethyl sulfoxide under similar reaction conditions.
- Hu, Liang,Wang, Dadian,Chen, Xiang,Yu, Lin,Yu, Yongqi,Tan, Ze,Zhu, Gangguo
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supporting information
p. 5674 - 5679
(2017/07/22)
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- Palladium-catalyzed decarboxylative methylthiolation of aromatic carboxylic acids by using DMSO as the sulfurizing reagent
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By using simple and readily available DMSO as a convenient and environmentally friendly source of sulfur, a practical approach for the Pd-catalyzed decarboxylative methylthiolation of 2-nitrobenzoic acids was developed. A range of substituents on the aryl group of the ortho-nitrobenzoic acid were compatible with this process.
- Fu, Zhengjiang,Li, Zhaojie,Xiong, Qiheng,Cai, Hu
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supporting information
p. 7798 - 7802
(2015/02/19)
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