Issue 96, 2014

A palladium-catalyzed addition reaction of aroyl/heteroaroyl acid anhydrides to norbornenes

Abstract

A palladium complex derived from Pd2(dba)3 and dppp catalyzes the addition reaction of aroyl/heteroaroyl acid anhydrides to norbornenes, giving 2-aroyl/heteroaroyl-3-aroyloxy/heteroaroyloxy-bicyclo[2,2,1]heptanes. The C–O bond of acid anhydride is cleaved, and the aroyl/heteroaroyl and aroyloxy/heteroaroyloxy groups are added to alkenes. trans-Adducts are selectively obtained with the endo-benzoyl group and exo-benzoyloxy group.

Graphical abstract: A palladium-catalyzed addition reaction of aroyl/heteroaroyl acid anhydrides to norbornenes

Supplementary files

Article information

Article type
Communication
Submitted
01 Oct 2014
Accepted
12 Oct 2014
First published
16 Oct 2014

Chem. Commun., 2014,50, 15267-15270

Author version available

A palladium-catalyzed addition reaction of aroyl/heteroaroyl acid anhydrides to norbornenes

M. Arisawa, S. Tanii and M. Yamaguchi, Chem. Commun., 2014, 50, 15267 DOI: 10.1039/C4CC07759H

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