Issue 9, 2011

Synthesis and characterization of a cyclic vinylpalladium(ii) complex: vinylpalladium species as the possible intermediate in the catalytic direct olefination reaction of enamide

Abstract

A six-membered cyclic vinylpalladium complex was synthesized via alkenyl C–H bond direct palladation, which was probed in detail by 1H NMR spectroscopy and characterized by X-ray analysis. The cyclic vinylpalladium complex was propounded to be the intermediate during the olefination reaction of enamides. An efficient catalytic system for oxidative cross-coupling reaction of enamides with electron-deficient olefins catalyzed by palladium(II) acetate and 1 atm oxygen as sole oxidant was developed. The corresponding products were obtained in moderate to good yields under mild conditions.

Graphical abstract: Synthesis and characterization of a cyclic vinylpalladium(ii) complex: vinylpalladium species as the possible intermediate in the catalytic direct olefination reaction of enamide

Supplementary files

Article information

Article type
Edge Article
Submitted
27 Apr 2011
Accepted
13 Jun 2011
First published
27 Jun 2011

Chem. Sci., 2011,2, 1822-1825

Synthesis and characterization of a cyclic vinylpalladium(II) complex: vinylpalladium species as the possible intermediate in the catalytic direct olefination reaction of enamide

Y. Xu, Y. K. Chok and T. Loh, Chem. Sci., 2011, 2, 1822 DOI: 10.1039/C1SC00262G

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