Palladium-Catalyzed C-H Bond Acetoxylation via Electrochemical Oxidation

被引：141

作者：

Shrestha, Anuska ^{[1
]}

Lee, Melissa ^{[1
]}

Dunn, Anna L. ^{[1
]}

Sanford, Melanie S. ^{[1
]}

机构：

[1] Univ Michigan, Dept Chem, 930 North Univ Ave, Ann Arbor, MI 48109 USA

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 01期

关键词：

ORGANIC ELECTROCHEMISTRY; FUNCTIONALIZATION; ARYLATION; 2-PHENYLPYRIDINE; OXYGENATION; ACTIVATION; COPPER;

D O I：

10.1021/acs.orglett.7b03559

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Here we describe the development of a method for the Pd-catalyzed electrochemical acetoxylation of C-H bonds. The oxidation step of the catalytic cycle is probed through cyclic voltammetry and bulk electrolysis studies of a preformed palladacycle of 8-methylquinoline. A catalytic system for C-H acetoxylation is then developed and optimized with respect to the cell configuration, rate of oxidation, and chemistry at the counter electrode. This transformation is then applied to substrates containing various directing groups and to the acetoxylation of both C(sp(2)) H and C(sp(3))-H bonds.

引用

页码：204 / 207

页数：4

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