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Issue 89, 2014
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Metal-free amidation of ether sp3 C–H bonds with sulfonamides using PhI(OAc)2

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Abstract

A selective protocol for the metal-free α-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.

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

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Publication details

The article was received on 02 Sep 2014, accepted on 17 Sep 2014 and first published on 17 Sep 2014


Article type: Paper
DOI: 10.1039/C4RA09665G
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Citation: RSC Adv., 2014,4, 47951-47957

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

    J. Campos, S. K. Goforth, R. H. Crabtree and T. B. Gunnoe, RSC Adv., 2014, 4, 47951
    DOI: 10.1039/C4RA09665G

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