Issue 6, 2017

Metal-free decarbonylative alkylation–aminoxidation of styrene derivatives with aliphatic aldehydes and N-hydroxyphthalimide

Abstract

A convenient metal-free decarbonylative alkylation–aminoxidation of styrene derivatives with aliphatic aldehydes and N-hydroxyphthalimide (NHPI) to yield phthalimide protected alkoxyamines is developed. With DTBP as an oxidant and radical-initiator, this reaction smoothly converts aliphatic aldehydes into alkyl radicals and subsequently allows the cascade construction of C(sp3)–C(sp3) and C(sp3)–O bonds via radical–radical coupling.

Graphical abstract: Metal-free decarbonylative alkylation–aminoxidation of styrene derivatives with aliphatic aldehydes and N-hydroxyphthalimide

Supplementary files

Article information

Article type
Communication
Submitted
06 Jan 2017
Accepted
16 Jan 2017
First published
16 Jan 2017

Org. Biomol. Chem., 2017,15, 1338-1342

Metal-free decarbonylative alkylation–aminoxidation of styrene derivatives with aliphatic aldehydes and N-hydroxyphthalimide

Y. Li, Q. Wang and L. Yang, Org. Biomol. Chem., 2017, 15, 1338 DOI: 10.1039/C7OB00030H

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