Issue 10, 2016

Metal-free cascade oxidative decarbonylative alkylarylation of acrylamides with aliphatic aldehydes: a convenient approach to oxindoles via dual C(sp2)–H bond functionalization

Abstract

A convenient metal-free cascade oxidative decarbonylative alkylarylation of acrylamides with aliphatic aldehydes to provide quaternary oxindoles is developed. With DTBP as an oxidant and radical-initiator, this reaction efficiently converts cheap and abundant aliphatic aldehydes into valuable alkyl radicals for the cascade construction of C(sp3)–C(sp3) and C(sp3)–C(sp2) bonds via dual C(sp2)–H bond functionalization.

Graphical abstract: Metal-free cascade oxidative decarbonylative alkylarylation of acrylamides with aliphatic aldehydes: a convenient approach to oxindoles via dual C(sp2)–H bond functionalization

Supplementary files

Article information

Article type
Communication
Submitted
06 Feb 2016
Accepted
06 Mar 2016
First published
07 Mar 2016

Green Chem., 2016,18, 2941-2945

Metal-free cascade oxidative decarbonylative alkylarylation of acrylamides with aliphatic aldehydes: a convenient approach to oxindoles via dual C(sp2)–H bond functionalization

L. Yang, W. Lu, W. Zhou and F. Zhang, Green Chem., 2016, 18, 2941 DOI: 10.1039/C6GC00362A

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