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

被引：23
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
收藏
页码：47951 / 47957
页数：7
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