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Synthesis of New Hydroxy‐2‐styrylchromones
Author(s) -
Santos Clementina M. M.,
Silva Artur M. S.,
Cavaleiro José A. S.
Publication year - 2003
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200300468
Subject(s) - chemistry , iodine , aryl , catalysis , organic chemistry , combinatorial chemistry , alkyl
Hydroxy‐2‐styrylchromones 5a − i were prepared by debenzylation of benzyloxy‐2‐styrylchromones 3a − i , which were synthesised by the Baker−Venkataraman method. The last step of this method, the cyclodehydration 5‐aryl‐3‐hydroxy‐1‐(2‐hydroxyaryl)‐2,4‐pentadien‐1‐ones 2a − i , was carried out with a catalytic amount of iodine, or p ‐toluenesulfonic acid, in DMSO. Benzyloxy‐3‐cinnamoyl‐2‐styrylchromones 4a − f were obtained as by‐products in both procedures, but the latter procedure gave benzyloxy‐2‐styrylchromones 3a − i in better yields. The structures of all new compounds were established by extensive NMR studies. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)