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Synthesis of new 3,3′‐(1,4‐phenylene)bis(1,5‐diones) derivatives
Author(s) -
Shao Qiang,
Liu Hui,
Wang TingTing,
Zeng HePing
Publication year - 2011
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.737
Subject(s) - chemistry , lithium diisopropylamide , chalcone , yield (engineering) , lithium (medication) , base (topology) , phenylene , aldol reaction , organic chemistry , michael reaction , medicinal chemistry , deprotonation , catalysis , ion , polymer , medicine , mathematical analysis , materials science , mathematics , metallurgy , endocrinology
Several 3,3′‐(1,4‐phenylene)bis(1,5‐diones) and their chalcone precursors have been prepared in good to excellent yield via aldol addition and Michael addition starting from 3‐acetyl‐2,5‐dimethylfuran or 3‐acetyl‐2,5‐dimethyl‐thiophene with terephthalaldehyde in the presence of appropriate base NaOH or lithium diisopropylamide. The kind and amount of alkali played a critical role in improving the reaction rates and yields of the products. J. Heterocyclic Chem., (2011).