Photoredox Catalysis for Silyl-Mediated C-H Alkylation of Heterocycles with Non-Activated Alkyl Bromides

被引：25

作者：

Perkins, James J. ^{[1
]}

Schubert, Jeffrey W. ^{[1
]}

Streckfuss, Eric C. ^{[1
]}

Balsells, Jaume ^{[2
]}

ElMarrouni, Abdellatif ^{[1
]}

机构：

[1] Merck & Co Inc, MRL, Dept Discovery Chem, 770 Sumneytown Pike, West Point, PA 19486 USA

[2] Janssen Res & Dev LLC, Spring House, PA 19477 USA

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 2020卷 / 10期

关键词：

Alkylation; Minisci reaction; Photoredox catalysis; Synthetic methods; Visible light; LATE-STAGE FUNCTIONALIZATION; MEDICINAL CHEMISTS TOOLBOX; HETEROARENES; SUBSTITUTIONS; ALCOHOLS;

D O I：

10.1002/ejoc.201900611

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The development of a Minisci reaction of electron-deficient heteroarenes with non-activated alkyl bromides under visible-light photoredox catalysis is disclosed. Optimization of the reaction led to identification of mild, general, and practical reaction conditions compatible with sensitive functional groups. The scope of this transformation allowed late-stage functionalization of pharmaceutical products containing electron-deficient heteroarenes in a parallel fashion.

引用

页码：1515 / 1522

页数：8