Rapid Synthesis of Aryl Fluorides in Continuous Flow through the Balz-Schiemann Reaction

被引：29

作者：

Park, Nathaniel H. ^{[1
]}

Senter, Timothy J. ^{[1
]}

Buchwald, Stephen L. ^{[1
]}

机构：

[1] MIT, Dept Chem, 77 Massachusetts Ave, Cambridge, MA 02139 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2016年 / 55卷 / 39期

关键词：

aryl diazonium salts; Balz-Schiemann reaction; continuous flow process; fluorination; synthetic methods; COPPER-MEDIATED FLUORINATION; MEDICINAL CHEMISTRY; FUNCTIONALIZED ARYL; ARENEDIAZONIUM IONS; EFFICIENT SYNTHESIS; AROMATIC FLUORIDES; DIAZONIUM SALTS; PHOTOCHEMISTRY; FLUMAZENIL; STABILITY;

D O I：

10.1002/anie.201606601

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The Balz-Schiemann reaction remains a highly utilized means for preparing aryl fluorides from anilines. However, the limitations associated with handling aryl diazonium salts often hinder both the substrate scope and scalability of this reaction. To address this, a new continuous flow protocol was developed that eliminates the need to isolate the aryl diazonium salts. The new process has enabled the fluorination of an array of aryl and heteroaryl amines.

引用

页码：11907 / 11911

页数：5

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