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A facile method for 2‐thiophenacylidenethiazoline derivatives
Author(s) -
Kim Sung Hoon,
Kim Kyongtae,
Kim Jaheon,
Kim Kimoon,
Kim JungHyup
Publication year - 1993
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.5570300415
Subject(s) - chemistry , chloroform , sodium borohydride , thiazoline , alkyl , ethanol , organic chemistry , cleavage (geology) , medicinal chemistry , catalysis , geotechnical engineering , fracture (geology) , engineering
The reactions of 2‐alkyl‐5‐phenylisothiazole‐3‐thiones with 2‐chloro‐1,3‐dicarbonyl compounds in chloroform gave the corresponding isothiazolium chlorides which, upon treatment at room temperature with sodium borohydride in a mixture of chloroform and ethanol, underwent SN bond cleavage to give 3‐alkyl‐4,5‐disubstituted‐2‐thiophenacylidenethiazolines. Similarly, treatment of the isothiazolium chlorides with triphenylphosphite in chloroform at 60° afforded the same thiazoline derivatives.
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