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Continuous amination of aryl/heteroaryl halides using aqueous ammonia in a Teflon AF-2400 tube-in-tube micro-flow reactor†
Reaction Chemistry & Engineering ( IF 3.4 ) Pub Date : 2018-11-24 00:00:00 , DOI: 10.1039/c8re00216a
Chengwen Xue 1, 2, 3 , Jiesheng Li 1, 2, 3 , Jin Ping Lee 1, 2, 3 , Ping Zhang 4, 5, 6, 7 , Jie Wu 1, 2, 3
Affiliation  

The annual production of primary (hetero)arylamines has exceeded 6 million tons and has been extensively employed in the pharmaceutical, agrochemical, and materials industries. Catalyst-free and protecting group-free nucleophilic amination using ammonia represents a green and atom-economical method. However, due to the innate reactivity, chemical compatibility issue and the safety hazardous properties of ammonia gas, such transformation is still underused. By implementing a gas-permeable Teflon AF-2400 tube-in-tube system, diffusion of NH3 from aqueous ammonia to a reaction mixture for amination can be achieved in a continuous flow fashion. In this communication, we herein report the use of aqueous ammonia as the NH3 source in the amination of heteroaryl chorides to generate primary heteroaryl amines, providing a protocol that is green, economical and safe.

中文翻译:

在Teflon AF-2400管内微流反应器中使用氨水连续胺化芳基/杂芳基卤化物

伯(杂)芳基胺的年产量已超过600万吨,已广泛用于制药,农业化学和材料工业。使用氨的无催化剂和无保护基团的亲核胺化代表了一种绿色且原子经济的方法。然而,由于固有的反应性,化学相容性问题和氨气的安全危害特性,这种转化仍未得到充分利用。通过实施透气的Teflon AF-2400管中系统,可以以连续流动的方式实现NH 3从氨水扩散到用于胺化的反应混合物中。在本文中,我们在此报告了氨水作为NH 3的使用 杂芳基氯化物胺化反应中产生伯杂芳基胺的来源,提供了绿色,经济和安全的方案。
更新日期:2018-11-24
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