Issue 95, 2017

Iron-catalyzed peroxidation–carbamoylation of alkenes with hydroperoxides and formamides via formyl C(sp2)–H functionalization

Abstract

A reaction protocol in which FeCl3 and tert-butyl hydroperoxide facilitated a selective radical coupling reaction of aryl alkenes or 1,3-enynes with tert-butyl hydroperoxide and formamides to prepare an array of β-peroxy amides has been achieved. The β-peroxy amide could serve as a synthetic precursor which was facilely converted to β-hydroxy amide, β-keto amide and β-lactam following subsequent chemical transformation.

Graphical abstract: Iron-catalyzed peroxidation–carbamoylation of alkenes with hydroperoxides and formamides via formyl C(sp2)–H functionalization

Supplementary files

Article information

Article type
Communication
Submitted
19 Oct 2017
Accepted
01 Nov 2017
First published
01 Nov 2017

Chem. Commun., 2017,53, 12830-12833

Iron-catalyzed peroxidation–carbamoylation of alkenes with hydroperoxides and formamides via formyl C(sp2)–H functionalization

J. Cheng, L. Shen, L. Wu, X. Hu and T. Loh, Chem. Commun., 2017, 53, 12830 DOI: 10.1039/C7CC08074C

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