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Copper-Catalyzed Synthesis of Aryl Thioamides from Aryl Aldehydes and Tetramethylthiuram Disulfide
Synthesis ( IF 2.2 ) Pub Date : 2017-10-12 , DOI: 10.1055/s-0036-1590936
Zhi-Bing Dong , Meng-Tian Zeng , Min Wang , Han-Ying Peng , Yu Cheng

§ These authors contributed equally to this work

Dedicated to Professor Herbert Mayr at Ludwig-Maximilians Universität on the occasion of his 70th birthday.

Abstract

A novel and convenient method for the synthesis of aryl thioamides from aryl aldehydes and tetramethylthiuram disulfide (TMTD) without the use of sulfurating reagent was explored. In the presence of CuI and di-tert-butyl peroxide (DTBP), various aryl thioamides were prepared with good to excellent yields, tetramethylthiuram disulfide as thioamide source is essential for this transformation. The protocol features broad substrate scope, nice yields, operability and commercially available and inexpensive raw materials, showing its practical synthetic value in organic synthesis.

A novel and convenient method for the synthesis of aryl thioamides from aryl aldehydes and tetramethylthiuram disulfide (TMTD) without the use of sulfurating reagent was explored. In the presence of CuI and di-tert-butyl peroxide (DTBP), various aryl thioamides were prepared with good to excellent yields, tetramethylthiuram disulfide as thioamide source is essential for this transformation. The protocol features broad substrate scope, nice yields, operability and commercially available and inexpensive raw materials, showing its practical synthetic value in organic synthesis.



中文翻译:

铜催化芳族醛与四甲基秋兰姆二硫化物合成芳基硫代酰胺

§ 这些作者同等贡献这项工作

专用于赫伯特·迈尔教授路德维希-马克西米利Universität大学对他的70之际生日。

抽象的

探索了一种无需使用硫化剂即可从芳基醛和四甲基秋兰姆二硫化物(TMTD)合成芳基硫酰胺的新颖便捷的方法。在CuI和过氧化二叔丁基(DTBP)的存在下,制备了各种芳基硫代酰胺,收率良好至极佳,二硫化四甲基秋兰姆作为硫代酰胺的来源对于该转化至关重要。该协议具有广泛的底物范围,良好的收率,可操作性以及可商购的廉价原料,显示了其在有机合成中的实用合成价值。

探索了一种无需使用硫化剂即可从芳基醛和四甲基秋兰姆二硫化物(TMTD)合成芳基硫酰胺的新颖便捷的方法。在CuI和过氧化二叔丁基(DTBP)的存在下,制备了各种芳基硫代酰胺,收率良好至极佳,二硫化四甲基秋兰姆作为硫代酰胺的来源对于该转化至关重要。该协议具有广泛的底物范围,良好的收率,可操作性以及可商购的廉价原料,显示了其在有机合成中的实用合成价值。

更新日期:2017-10-12
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