Issue 24, 2015

CuX2-mediated oxybromination/aminochlorination of unsaturated amides: synthesis of iminolactones and lactams

Abstract

We report herein a CuX2-mediated halocyclization of γ,δ-unsaturated amides for the synthesis of functionalized iminolactones and lactams respectively under mild reaction conditions. Mechanism studies indicated that N-attack cyclization was via a radical route while oxycyclization was via a nucleophilic attack on the activated C[double bond, length as m-dash]C bond.

Graphical abstract: CuX2-mediated oxybromination/aminochlorination of unsaturated amides: synthesis of iminolactones and lactams

Supplementary files

Article information

Article type
Communication
Submitted
16 Mar 2015
Accepted
14 May 2015
First published
14 May 2015

Org. Biomol. Chem., 2015,13, 6690-6693

CuX2-mediated oxybromination/aminochlorination of unsaturated amides: synthesis of iminolactones and lactams

Z. Zhang and F. Liu, Org. Biomol. Chem., 2015, 13, 6690 DOI: 10.1039/C5OB00520E

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