Sulfonamidation of Aryl and Heteroaryl Halides through Photosensitized Nickel Catalysis

被引：146

作者：

Kim, Taehoon ^{[2
]}

McCarver, Stefan J. ^{[1
]}

Lee, Chulbom ^{[2
]}

MacMillan, David W. C. ^{[1
]}

机构：

[1] Princeton Univ, Merck Ctr Catalysis, Washington Rd, Washington, DC 08544 USA

[2] Seoul Natl Univ, Dept Chem, Seoul 08826, South Korea

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2018年 / 57卷 / 13期

关键词：

energy transfer; heterocycles; nickel; photocatalysis; sulfonamides; NITROGEN BOND FORMATION; PHOTOREDOX CATALYSIS; AMINATION; CHLORIDES; AMINES; COMPLEXES; DISCOVERY; BROMIDES; DESIGN;

D O I：

10.1002/anie.201800699

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Herein we report a highly efficient method for nickel-catalyzed C-N bond formation between sulfonamides and aryl electrophiles. This technology provides generic access to a broad range of N-aryl and N-heteroaryl sulfonamide motifs, which are widely represented in drug discovery. Initial mechanistic studies suggest an energy-transfer mechanism wherein C-N bond reductive elimination occurs from a triplet excited Ni-II complex. Late-stage sulfonamidation in the synthesis of a pharmacologically relevant structure is also demonstrated.

引用

页码：3488 / 3492

页数：5

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