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A Highly Efficient CuCl2-Catalyzed C–S Coupling of Aryl Iodides with Tetraalkylthiuram Disulfides: Synthesis of Aryl Dithiocarbamates
Synthesis ( IF 2.2 ) Pub Date : 2018-01-11 , DOI: 10.1055/s-0036-1589166
Zhi-Bing Dong , Qiang Cao , Han-Ying Peng , Yu Cheng

These authors contributed equally to this work

Abstract

A highly efficient copper(II)-catalyzed C–S cross-coupling reaction of aryl iodides with tetraalkylthiuram disulfides was developed. With only 1 mol% of CuCl2 as catalyst, zinc powder as reductant, and K2CO3 as base, aryl iodides reacted with tetraalkylthiuram disulfides in DMSO furnishing the corresponding aryl dithiocarbamates in good to excellent yields. This protocol is an improvement of previous work, it features convenient performance, low addition of catalyst, no requirement for any ligand, and provides good yields. The method has a broad substrate scope and uses cheap and readily available starting materials.

A highly efficient copper(II)-catalyzed C–S cross-coupling reaction of aryl iodides with tetraalkylthiuram disulfides was developed. With only 1 mol% of CuCl2 as catalyst, zinc powder as reductant, and K2CO3 as base, aryl iodides reacted with tetraalkylthiuram disulfides in DMSO furnishing the corresponding aryl dithiocarbamates in good to excellent yields. This protocol is an improvement of previous work, it features convenient performance, low addition of catalyst, no requirement for any ligand, and provides good yields. The method has a broad substrate scope and uses cheap and readily available starting materials.



中文翻译:

高效的CuCl2催化的芳基碘与四烷基秋兰姆二硫化物的C–S偶联:芳基二硫代氨基甲酸酯的合成

这些作者对这项工作做出了同等的贡献

抽象的

开发了一种高效的铜(II)催化的芳基碘化物与四烷基秋兰姆二硫化物的CS交叉偶联反应。在DMSO中,只有1 mol%的CuCl 2作为催化剂,锌粉作为还原剂,K 2 CO 3作为碱,芳基碘化物与四烷基秋兰姆二硫化物反应,提供了相应的芳基二硫代氨基甲酸酯,收率很好。该方案是对先前工作的改进,具有方便的性能,催化剂的添加量低,不需要任何配体并提供了良好的收率。该方法具有广泛的底物范围,并使用便宜且容易获得的起始原料。

开发了一种高效的铜(II)催化的芳基碘化物与四烷基秋兰姆二硫化物的CS交叉偶联反应。在DMSO中,只有1 mol%的CuCl 2作为催化剂,锌粉作为还原剂,K 2 CO 3作为碱,芳基碘化物与四烷基秋兰姆二硫化物反应,提供了相应的芳基二硫代氨基甲酸酯,收率很好。该方案是对先前工作的改进,具有方便的性能,催化剂的添加量低,不需要任何配体并提供了良好的收率。该方法具有广泛的底物范围,并使用便宜且容易获得的起始原料。

更新日期:2018-01-11
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