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Novel Synthesis of 1 H ‐Inden‐1‐Ones and Thienylpropenones in Aqueous Medium
Author(s) -
Hassan Mohamed A.,
Batterjee Suzan,
Taib Layla A.
Publication year - 2006
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.200600125
Subject(s) - chemistry , acetylacetone , cationic polymerization , condensation , bromide , aqueous solution , sodium hydroxide , sodium bromide , proton nmr , organic chemistry , condensation reaction , polymer chemistry , medicinal chemistry , nuclear chemistry , sodium , catalysis , physics , thermodynamics
Abstract Condensation of acetylacetone with 4‐methoxybenzaldehyde, 2,4‐dimethoxybenzaldehyde, 3,4‐dimethoxybenzaldehyde, 4‐nitrobenzaldehyde and 2,4‐dinitrobenzaldehyde in water and in the presence of cetyltrimethylammonium bromide (CTABr) as cationic surfactant in dilute sodium hydroxide at room temperature did not afford the expected arylideneacetylacetone but yielded 1 H ‐inden‐1‐one derivatives 1 , while, with piperonaldehyde under the same conditions afforded dipiperonylideneacetone 2 . Also 3‐acetylthiophene condensed with some aromatic aldehydes under the same conditions gave the expected stereoselective thienylpropenones 4 . The structures of the products were identified by IR, NMR, Mass spectral data and elemental analysis.