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苄基硼酸酯与羰基化合物的光氧化还原偶联反应在批量和流动中的应用。

A Photoredox Coupling Reaction of Benzylboronic Esters and Carbonyl Compounds in Batch and Flow.

机构信息

Department of Chemistry , University of Cambridge , Lensfield Road , Cambridge CB2 1EW , United Kingdom.

Medicine Design , Pfizer, Inc. , Eastern Point Road , Groton , Connecticut 06340 , United States.

出版信息

Org Lett. 2019 Aug 2;21(15):6140-6144. doi: 10.1021/acs.orglett.9b02307. Epub 2019 Jul 23.

Abstract

Mild cross-coupling reaction between benzylboronic esters with carbonyl compounds and some imines was achieved under visible-light-induced iridium-catalyzed photoredox conditions. Functional group tolerance was demonstrated by 51 examples, including 13 heterocyclic compounds. Gram-scale reaction was realized through the use of computer-controlled continuous flow photoreactors.

摘要

在可见光诱导的铱光氧化还原条件下,实现了芳基硼酸酯与羰基化合物和一些亚胺的温和交叉偶联反应。通过 51 个实例,包括 13 个杂环化合物,证明了官能团的耐受性。通过使用计算机控制的连续流动光反应器实现了克级规模的反应。

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