Aril azides are popular reagents in the laboratory, but their explosive properties prevent their larger-scale application. The safety risk is even greater for N-heterocyclic azides, which are rarely studied. Flow chemistry can be an effective tool in the synthesis and utilization of dangerous and explosive chemicals. In small-diameter flow reactors, good heat and mass transfer prevent local hot spots and side reactions, and since only small amounts of hazardous chemicals are present at any time, the potential danger is reduced in the event of an accident. In this work, the safe syntheses of 9 different 2-azidopyridine, 2-azidopyrimidine and 2-azidoquinoxaline derivatives were successfully achieved within the continuous-flow system. In most cases, simple work-up resulted in pure products. In-line extractive work-up was also implemented, which allowed us to transform 2-azidopyridine in a subsequent Staudinger reaction in a connected flow reactor, without manual handling of the hazardous azide.

中文翻译：

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2-叠氮基吡啶及相关衍生物的连续流重氮化安全快速合成与利用

假种皮叠氮化物是实验室中常用的试剂，但它们的爆炸特性阻碍了它们的大规模应用。N-杂环叠氮化物的安全风险更大，很少被研究。流动化学可以成为危险和易爆化学品合成和利用的有效工具。在小直径流动反应器中，良好的传热和传质可防止出现局部热点和副反应，而且由于任何时候都只存在少量危险化学品，因此在发生事故时可降低潜在危险。在这项工作中，在连续流动系统中成功实现了 9 种不同的 2-叠氮基吡啶、2-叠氮基嘧啶和 2-叠氮基喹喔啉衍生物的安全合成。在大多数情况下，简单的后处理会产生纯产品。还实施了在线提取后处理，