Efficient “One-Column” grignard generation and reaction in continuous flow

IF 2 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Journal of Flow Chemistry Pub Date : 2024-08-06 DOI:10.1007/s41981-024-00332-1

Maolin Sun, Hong Li, Hualiang Chen, Rixin Shao, Fanghua Chen, Xiangmin Sang, Weixia Lin, Yueyue Ma, Ruihua Cheng, Jinxing Ye

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Abstract

A straightforward “one-column” continuous flow method of Grignard generation and reaction was successfully developed. The diverse mixtures of aryl- or alkyl- halides and electrophiles were flowed through an activited magnesium packed-bed column, delivering a series of ketones, secondary alcohols, tertiary alcohols, esters, amides, and sulfinamides immediately in moderate to good yields. By combining Grignard generation and reaction into one step and avoiding the separate preparation and storage of Grignard reagents, this practical and efficient protocol dramatically enhanced the safety of operation and provided a convenient access for Grignard reactions, compared with traditional batch process. The continuous flow synthesis of Grignard generation and reaction is carried out in a magnesium packed-bed column successfully.The target product is provided in moderate to good yields within 6.0 min. This protocol with preferable controllability, good selectivity, and safety extremely simplified operational procedure.

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高效的 "一柱式 "连续流格氏剂生成和反应

我们成功地开发出了一种直接的 "单柱 "连续流格氏生成和反应方法。芳基或烷基卤化物和亲电体的各种混合物流经活化镁填料床柱，立即生成一系列酮、仲醇、叔醇、酯、酰胺和亚氨基磺酸盐，收率适中甚至很高。与传统的间歇式工艺相比，这种实用高效的方法将格氏试剂的生成和反应合并为一个步骤，避免了格氏试剂的单独制备和储存，大大提高了操作的安全性，并为格氏反应提供了便捷的途径。在镁填料床柱中成功实现了格氏反应生成和反应的连续流合成。该方案具有更佳的可控性、良好的选择性和安全性，极大地简化了操作程序。

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来源期刊

Journal of Flow Chemistry CHEMISTRY, MULTIDISCIPLINARY-

CiteScore

6.40

自引率

3.70%

发文量

审稿时长

>12 weeks

期刊介绍： The main focus of the journal is flow chemistry in inorganic, organic, analytical and process chemistry in the academic research as well as in applied research and development in the pharmaceutical, agrochemical, fine-chemical, petro- chemical, fragrance industry.