Tropylium-promoted prenylation reactions of phenols in continuous flow

被引：19

作者：

Omoregbee, Klaus ^{[1
,2
]}

Luc, Kevin N. H. ^{[1
]}

Dinh, An H. ^{[1
]}

Nguyen, Thanh Vinh ^{[1
]}

机构：

[1] Univ New South Wales, Sch Chem, Sydney, NSW, Australia

[2] Free Univ Berlin, Dept Biol Chem & Pharm, Berlin, Germany

来源：

JOURNAL OF FLOW CHEMISTRY | 2020年 / 10卷 / 01期

基金：

澳大利亚研究理事会;

关键词：

Prenylation reaction; Tropylium; Phenol; Organocatalysis; Flow chemistry; GENERATION; ACTIVATION; ACID;

D O I：

10.1007/s41981-020-00082-w

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

2-Dimethylchroman framework occurs in many complex natural and synthetic compounds which show various types of biological activities such as antitumor, anticancer, antihypertensive, antioxidant and antithrombotic. Herein, we report an organocatalytic approach to the synthesis of 2,2-dimethylchromans where tropylium tetrafluoroborate was used as an organic Lewis acid catalyst for metal-free prenylation reactions of phenols. This method was amenable to continuous flow chemistry to enable an inexpensive pathway to access 2,2-dimethylchromans on multiple-gram scale with short reaction times, high efficiencies and simple product purification.

引用

页码：161 / 166

页数：6

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