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铜催化的有机卤化物在分批和连续流动条件下的硼化反应。

Copper-Photocatalyzed Borylation of Organic Halides under Batch and Continuous-Flow Conditions.

机构信息

Normandie Univ, INSA Rouen, UNIROUEN, CNRS, COBRA (UMR 6014), 76000, Rouen, France.

Industrial Research Centre-, Oril Industrie, CS 60125, 76210, Bolbec, France.

出版信息

Chemistry. 2019 Mar 1;25(13):3262-3266. doi: 10.1002/chem.201806345. Epub 2019 Feb 6.

DOI:10.1002/chem.201806345
PMID:30600852
Abstract

The copper-photocatalyzed borylation of aryl, heteroaryl, vinyl and alkyl halides (I and Br) was reported. The reaction proceeded using a new heteroleptic Cu complex under irradiation with blue LEDs, giving the corresponding boronic-acid esters in good to excellent yields. The reaction was extended to continuous-flow conditions to allow an easy scale-up. The mechanism of the reaction was studied and a mechanism based on a reductive quenching (Cu /Cu */Cu ) was suggested.

摘要

报道了铜催化的芳基、杂芳基、乙烯基和烷基卤化物(I 和 Br)的硼化反应。该反应在蓝光 LED 照射下使用新型杂配铜络合物进行,以良好至优异的收率得到相应的硼酸酯。该反应扩展到连续流动条件下,以方便放大。研究了反应的机理,并提出了一种基于还原猝灭(Cu/Cu*/Cu)的机理。

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