Issue 83, 2014

Copper-mediated intramolecular oxidative C–H/N–H cross-coupling of α-alkenoyl ketene N,S-acetals to synthesize pyrrolone derivatives

Abstract

CuCl2 and CuBr2-mediated intramolecular oxidative C–H/N–H cross-coupling/halogenation of β-thioalkyl-substituted α-alkenoyl ketene N,S-acetals occurred efficiently, affording 4-halo-5-thioalkyl-3-pyrrolones. Tunable C–S and C–halo bond transformations of the resultant pyrrolone derivatives led to highly functionalized N-heterocyclic compounds.

Graphical abstract: Copper-mediated intramolecular oxidative C–H/N–H cross-coupling of α-alkenoyl ketene N,S-acetals to synthesize pyrrolone derivatives

Associated articles

Supplementary files

Article information

Article type
Communication
Submitted
28 Jul 2014
Accepted
27 Aug 2014
First published
28 Aug 2014

Chem. Commun., 2014,50, 12479-12481

Author version available

Copper-mediated intramolecular oxidative C–H/N–H cross-coupling of α-alkenoyl ketene N,S-acetals to synthesize pyrrolone derivatives

F. Huang, P. Wu, L. Wang, J. Chen, C. Sun and Z. Yu, Chem. Commun., 2014, 50, 12479 DOI: 10.1039/C4CC05837B

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