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Metal-catalyzed cyanation of aromatic hydrocarbon with less toxic nitriles as a cyano source
Tetrahedron ( IF 2.1 ) Pub Date : 2020-08-02 , DOI: 10.1016/j.tet.2020.131388
Ahmad Muhammad Siddique , Indra Neel Pulidindi , Zengming Shen

Less toxic and inexpensive organic nitriles as cyano sources for the cyanation of various substituted aromatic hydrocarbons such as aryl halides, aryl boronic acids, aryl carboxylic acids, indoles, diazoarenes, aryl alkynes, aryl sulfonamides and directing groups substituted arenes were reviewed. Lately, much process is made in realizing the possibility of less toxic cyanide sources such as as organic nitriles (MeCN, DMF, MeNO2, DMSO, TsCN, BrCN, ArOCN, AMBN, AlBN, ArCH2CN) for the cyanation and these CN sources when used as a slow dosage cyanide source could solve the problem of using metal cyanides (K4[Fe(CN)6], Zn(CN)2, KCN, CuCN, NaCN) that cause rapid deactivaction of catalyst. To provide solution for these problems, we discussed new Pd, Cu, Ru, Rh, and Ni catalyzed systems to achieve the cyanation with slow-release cyanide sources. Thus, the focus of the review is to highlight and make known the problems associated with metal catalysts and cyano sources.



中文翻译:

毒性较小的腈作为氰基源的金属催化芳香烃氰化

本文综述了毒性较小,价格较低的有机腈作为氰基来源,用于氰化各种取代的芳烃,如卤化芳基,芳基硼酸,芳基羧酸,吲哚,重氮芳烃,芳基炔烃,芳基磺酰胺和直接基团取代的芳烃。最近,人们进行了很多过程来认识到可能会产生毒性较小的氰化物源,例如有机腈(MeCN,DMF,MeNO 2,DMSO,TsCN,BrCN,ArOCN,AMBN,AlBN,ArCH 2 CN)和氰化物源用作慢剂量氰化物源可以解决使用金属氰化物(K 4 [Fe(CN)6 ],Zn(CN)2,KCN,CuCN,NaCN)引起催化剂快速失活。为了提供这些问题的解决方案,我们讨论了新的Pd,Cu,Ru,Rh和Ni催化体系,以利用缓释氰化物源实现氰化。因此,本综述的重点是突出并了解与金属催化剂和氰基源有关的问题。

更新日期:2020-09-11
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