Metal-free amidation of ether sp3 C-H bonds with sulfonamides using PhI(OAc)2

被引：22

作者：

Campos, Jesus ^{[1
]}

Goforth, Sarah K. ^{[2
]}

Crabtree, Robert H. ^{[1
]}

Gunnoe, T. Brent ^{[2
]}

机构：

[1] Yale Univ, Dept Chem, New Haven, CT 06520 USA

[2] Univ Virginia, Dept Chem, Charlottesville, VA 22904 USA

来源：

RSC ADVANCES | 2014年 / 4卷 / 89期

关键词：

FRIEDEL-CRAFTS REACTION; INTERMOLECULAR AMINATION; CATALYZED AMINATION; ORGANIC-SYNTHESIS; CHLORAMINE-T; FREE ROUTE; OXIDATION; DIAMINATION; C(SP(3))-H; ARENES;

D O I：

10.1039/c4ra09665g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A selective protocol for the metal-free alpha-C-H amidation of ethers using sulfonamides and hypervalent iodine oxidants has been developed. The absence of precious metals and the conditions employed make the method environmentally attractive. A number of cyclic and acyclic, linear and branched ethers have been successfully amidated, and a broad sulfonamide scope has been demonstrated. Two unusual reactions, namely the amidation of an unactivated tert-butyl group and a tandem C-C coupling reaction, are also described.

引用

页码：47951 / 47957

页数：7

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