Electrochemical Aziridination by Alkene Activation Using a Sulfamate as the Nitrogen Source
作者:Jin Li、Wenhao Huang、Jingzhi Chen、Lingfeng He、Xu Cheng、Guigen Li
DOI:10.1002/anie.201801106
日期:2018.5.14
direct aziridination of triaryl‐substituted alkenes was achieved by means of an electrochemical process that could extend to multisubstituted styrenes. Specifically, hexafluoroisopropanol sulfamate was used as a nucleophilic nitrogen source. Mechanistic experiments suggest that this electrochemical process proceeds by stepwise formation of two C−N bonds through reactions between cationic carbon species
diazo(aryl)methyl(diaryl)phosphine oxides with aldehydes and ketones generates benzo-δ-phosphinolactones in low to good yields with 1,1-diarylalk-1-enes as byproducts under microwave irradiation. Diazo(aryl)methyl(diaryl)phosphine oxides first undergo a Wolff rearrangement to form diaryl(aryl)phosphenes, which further react with aldehydes and ketones to afford benzo-δ-phosphinolactones and β-phosphinolactones
An array of useful N,N′-ethylene-bridged bispyrazole derivatives were achieved with moderate-to-good yields via the electrochemical alkenyl diazolation reaction with no external chemical oxidant or metal catalyst. Critical to this successful process is the usage of anodal direct oxidation, which ensured sufficient activation of alkenes to allow engagement with two equivalents of pyrazoles. The tri-
An effective synthetic approach for various 1,2,2-triarylethanones from triaryl substituted alkenes has been developed via an electrochemical Wacker-type oxygenation with O2 as the sole oxygen source. It presents the first instance of the Wacker-type oxidation expanding its substrate scope to trisubstituted alkenes. The approach is transition-metal-free, compatible with various functional groups, and
通过以 O 2作为唯一氧源的电化学瓦克型氧化,开发了一种从三芳基取代的烯烃中有效合成各种 1,2,2-三芳基乙酮的方法。它提出了瓦克型氧化将其底物范围扩展到三取代烯烃的第一个实例。该方法不含过渡金属,与各种官能团相容,并且可以在温和的条件下进行,从而获得令人满意的产率。机械实验表明 C O 键的形成是通过阳离子碳物质和超氧自由基之间的反应发生的,其中涉及富电子取代基的 1,2-位移。