Continuous Preparation of Arylmagnesium Reagents in Flow with Inline IR Monitoring

被引：104

作者：

Brodmann, Tobias ^{[2
]}

Koos, Peter ^{[2
]}

Metzger, Albrecht ^{[2
]}

Knochel, Paul ^{[1
]}

Ley, Steven V. ^{[2
]}

机构：

[1] Univ Munich, Dept Chem, D-81377 Munich, Germany

[2] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2012年 / 16卷 / 05期

关键词：

GRIGNARD-REAGENTS; EXCHANGE-REACTION; ORGANOMAGNESIUM REAGENTS; ORGANOMETALLIC COMPOUNDS; POLYFUNCTIONAL ARYL; MAGNESIUM-EXCHANGE; METALATION; MICROREACTORS; GENERATION; RESOLUTION;

D O I：

10.1021/op200275d

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A newly developed microscale ReactIR flow cell was used as a convenient and versatile inline analytical tool for Grignard formation in continuous flow chemical processing. The LiCl-mediated halogen/Mg exchange reaction was used for the preparation of functionalized arylmagnesium compounds from aryl iodides or bromides. Furthermore, inline IR monitoring was used for the analysis of conversion and possible byproduct formation, as well as a potential tool for elucidation of mechanistic details. The results described herein indicate that the continuous flow systems are effective for highly exothermic reactions such as the Grignard exchange reaction due to fast mixing and efficient heat transfer.

引用

页码：1102 / 1113

页数：12

共 75 条

[1] Bromine-magnesium-exchange as a general tool for the preparation of polyfunctional aryl and heteroaryl magnesium-reagents [J].