Anodic Dehydrogenative Cyanamidation of Thioethers: Simple and Sustainable Synthesis of N-Cyanosulfilimines,Angewandte Chemie International Edition

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Anodic Dehydrogenative Cyanamidation of Thioethers: Simple and Sustainable Synthesis of N-Cyanosulfilimines
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2021-08-18 , DOI: 10.1002/anie.202109033
Martin Klein ₁ , Siegfried R Waldvogel ₁

Affiliation

A novel and very simple to perform electrochemical approach for the synthesis of several N-cyanosulfilimines in good to excellent yields was established. This method provides access to biologically relevant sulfoximines by consecutive oxidation using electro-generated periodate. This route can be easily scaled-up to gram quantities. The S,N coupling is carried out at an inexpensive carbon anode by direct oxidation of sulfide. Therefore, the designed process is atom economic and represents a new “green route” for the synthesis of sulfilimines and sulfoximines.

中文翻译：

硫醚的阳极脱氢氰酰胺化：N-氰基硫亚胺的简单且可持续的合成

建立了一种新颖且非常简单的电化学方法，用于合成多种 N-氰基硫亚胺，收率良好至优异。该方法通过使用电产生的高碘酸盐连续氧化来提供生物相关的亚砜亚胺。该路线可以很容易地扩大到克数量。 S,N 偶联是通过硫化物的直接氧化在廉价的碳阳极上进行的。因此，所设计的工艺具有原子经济性，代表了硫亚胺和亚砜亚胺合成的新“绿色路线”。

更新日期：2021-10-12

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