Synthesis and characterization of 1- and 2-cinnamoyloxyacetonaphthones.
The synthesis of 1- and 2-cinnamoyloxyacetonaphthones was achieved in one step using hydroxyl acetonaphthones and substituted cinnamic acids in the presence of a catalytic amount of phosphoroxychloride. Structural characterization was accomplished using high-resolution nuclear magnetic resonance (NMR) spectroscopy. Chemical shifts of the compounds were compared and the change in the chemical shifts relative to electron-donating and -withdrawing groups is presented. Introduction of a thiophene ring instead of phenyl-substituted analogs caused shielding of the olefinic proton.
Venkatachalam
T K
TK
Centre for Advanced Imaging, Gehrmann Laboratory, Research Road, The University of Queensland, St. Lucia, Brisbane, Australia. t.venkatachalam@uq.edu.au
Pierens
G K
GK
Reutens
D C
DC