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Potent Antipsoriatic Agents: A Facile Preparation of Acylated Derivatives from Dithranol in a Mild Basic Reaction
Author(s) -
Liang David WoeiMing,
Du ChunJian
Publication year - 2004
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.200400018
Subject(s) - chemistry , dithranol , acylation , yield (engineering) , chloride , organic chemistry , acyl chloride , acetyl chloride , dermatology , psoriasis , catalysis , medicine , materials science , metallurgy
Treatment of dithranol 1 with various equivalents of acetyl chloride and Et 3 N in THF at room temperature afforded the corresponding acylated derivatives, such as 1‐acetyloxy‐ and 1,8‐diacetyloxy‐9(10 H )‐anthracenones, 6a , and 6b , as well as 1,8,9‐triacetyloxyanthracene 7a , and 1,8,9‐triacetyloxy‐10‐acetylanthracene 7b . 1,8‐Bis(trimethylacetyloxy)‐9(10 H )‐anthracenone 6c was also obtained in high yield by using pivaloyl chloride during the mild acylation.