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Synthesis and characterization of 1- and 2-cinnamoyloxyacetonaphthones

✍ Scribed by T. K. Venkatachalam; G. K. Pierens; D. C. Reutens

Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
140 KB
Volume
48
Category
Article
ISSN
0749-1581

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✦ Synopsis

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. Copyright © 2010 John Wiley & Sons, Ltd.

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