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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Synthesis and characterization of 1- and 2-cinnamoyloxyacetonaphthones
T K Venkatachalam1, G K Pierens, D C Reutens
1Centre for Advanced Imaging, Gehrmann Laboratory, Research Road, The University of Queensland, St. Lucia, Brisbane, Australia. t.venkatachalam@uq.edu.au
Abstract:
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.
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