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1 H and 13 C NMR spectral assignments of novel chromenylchalcones
Author(s) -
Yoon Hyuk,
Ahn Seunghyun,
Hwang Doseok,
Jo Geunhyeong,
Kim Dong Woon,
Kim Sang Ho,
Koh Dongsoo,
Lim Yoongho
Publication year - 2012
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.3873
Subject(s) - chemistry , ketone , carbon 13 nmr , proton nmr , claisen condensation , nmr spectra database , medicinal chemistry , stereochemistry , organic chemistry , spectral line , catalysis , physics , astronomy
Several types of chalcones containing 2 H ‐chromen group were synthesized. Claisen–Schmidt condensation of 2 H ‐chromen‐3‐carbaldehydes (I) with methoxy substituted acetophenones afforded ( E )‐3‐(2 H ‐chromen‐3‐yl)‐1‐(methoxyphenyl)prop‐2‐en‐1‐ones (chromenylchalcones, 1–7). Other types of chromenylchalcone, ( E )‐1‐(6‐methoxy‐2 H ‐chromen‐3‐yl)‐3‐(methoxyphenyl)prop‐2‐en‐1‐ones (8–13) were also obtained between reaction of methoxy substituted benzaldehydes and 1‐(6‐methoxy‐2 H ‐chromen‐3‐yl)ethanone (II). Dichromenylchalcones (14–16) were also synthesized through the same reaction between aldehydes (I) and ketone (II). Their complete 1 H‐NMR and 13 C‐NMR assignments are reported here and more polysubstituted chromenylchalcones synthesized or isolated from the natural sources in the future can be identified on the basis of the NMR data reported here. Copyright © 2012 John Wiley & Sons, Ltd.