Copper catalyzed cyanation through CC bond cleavage of gem-aryl dibromide followed by second cyanation of iodoarene by a released CN unit†,Organic Chemistry Frontiers

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Copper catalyzed cyanation through CC bond cleavage of gem-aryl dibromide followed by second cyanation of iodoarene by a released CN unit†
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2018-03-13 00:00:00 , DOI: 10.1039/c8qo00108a
Pintu Maity _{1,

2,

3,

4} , Debasish Kundu _{1,

2,

3,

4} , Tubai Ghosh _{1,

2,

3,

4} , Brindaban C. Ranu _{1,

2,

3,

4}

Affiliation

A new approach for the synthesis of aryl cyanides through C [double bond, length as m-dash]

C cleavage of styrenyl gem-dibromide via an in situ cyanation process by sodium azide in the presence of CuO nanoparticles and simultaneous intermolecular cyanation of an iodoarene by capturing a released CN unit has been achieved. Several diversely substituted aryl/heteroaryl cyanides including a precursor to etravirine, a drug for the treatment of HIV, have been obtained by this procedure. This protocol is unique with regard to cyanation without a cyanide reagent and provides access to two different nitriles in one reaction involving full utilization of CN units.

中文翻译：

至C铜催化氰化的C键裂解宝石-芳基二溴化物，接着通过释放CN单元iodoarene的第二氰化†

对于芳基氰化物至C合成的新方法 [双键，长度为m-破折号]

苯乙烯的Ç切割宝石-dibromide经由一个原位氰化过程以CuO纳米颗粒和通过捕获释放CN单元的iodoarene同时分子间氰化的存在下由叠氮化钠已经实现。通过这种方法已经获得了几种不同取代的芳基/杂芳基氰化物，包括埃托韦林（一种用于治疗HIV的药物）的前体。对于没有氰化物试剂的氰化，该方案是唯一的，并且在涉及CN单元充分利用的一个反应中提供了进入两个不同腈的途径。

更新日期：2018-03-13

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