关键词: Vilsmeier-Haack reaction continuous-flow micro-flow phosphorus trichloride phosphoryl chloride

Mesh : Phosphorus Compounds / chemistry Temperature

来  源:   DOI:10.1002/cplu.202300176

Abstract:
PCl3 and POCl3 are the most important sources of phosphorus-containing compounds. They are also used for large-scale industrial productions. However, chemical reactions using the highly reactive PCl3 and POCl3 tend to result in overreactions. In addition, the reactions are usually exothermic and therefore their utilization sometimes involves significant risk. That is why some phosphorylating reagents with mild electrophilicity such as phosphoramidites have been developed. Although these mild electrophiles are very useful for the highly selective synthesis of organophosphorus compounds, problems persist: the high cost of the reagents, the generation of large amounts of waste, and the requirement of long reaction times and high temperatures. Continuous-flow technology is one of the most promising solutions for these problems. In particular, precise control of reaction times and temperatures enabled by micro-flow technology suppresses undesired reactions and allows the safe operation of exothermic reactions using highly reactive PCl3 and POCl3 . This Review describes recently reported reactions of PCl3 and POCl3 using continuous- and micro-flow technologies.
摘要:
PCl3和POCl3是含磷化合物的最重要来源。它们也用于大规模工业生产。然而,使用高反应性PCl3和POCl3的化学反应往往会导致过度反应。此外,反应通常是放热的,因此它们的利用有时涉及重大风险。这就是为什么已经开发了一些具有温和亲电性的磷酸化试剂如亚磷酰胺的原因。尽管这些温和的亲电体对于有机磷化合物的高选择性合成非常有用,问题仍然存在:试剂的高成本,大量废物的产生,以及长反应时间和高温的要求。连续流技术是解决这些问题的最有希望的解决方案之一。特别是,通过微流技术实现的反应时间和温度的精确控制抑制了不期望的反应,并允许使用高反应性PCl3和POCl3的放热反应的安全操作。在这次审查中,描述了最近报道的使用连续和微流动技术的PCl3和POCl3的反应。
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