N-Acyloxyphthalimides as Nitrogen Radical Precursors in the Visible Light Photocatalyzed Room Temperature C-H Amination of Arenes and Heteroarenes

被引：359

作者：

Allen, Laura J. ^{[1
]}

Cabrera, Pablo J. ^{[1
]}

Lee, Melissa ^{[1
]}

Sanford, Melanie S. ^{[1
]}

机构：

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

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2014年 / 136卷 / 15期

关键词：

METAL-FREE CONDITIONS; BOND FORMATION; PHOTOREDOX CATALYSIS; AMBIENT-TEMPERATURE; COUPLING REACTIONS; ORGANIC-SYNTHESIS; IMIDYL RADICALS; PALLADIUM; COPPER; AMIDATION;

D O I：

10.1021/ja501906x

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

This paper reports a room temperature visible light photocatalyzed method for the C-H amination of arenes and heteroarenes. A key enabling advance in this work is the design of N-acyloxyphthalimides as precursors to nitrogen-based radical intermediates for these transformations. A broad substrate scope is presented, including the selective meta-amination of pyridine derivatives. A radical aromatic substitution mechanism is proposed.

引用

收藏

页码：5607 / 5610

页数：4

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