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Synthesis and ring transformation of substituted S ‐(1‐phenylpyrrolidine‐2‐ones‐3‐yl)isothiuronium salts to substituted 2‐imino‐5‐[2‐(phenylamino)ethyl]thiazolidin‐4‐ones
Author(s) -
Sedlák MiloŠ,
Hanusek JiŘí,
Macháček Vladimír,
Hejtmánková Ludmila
Publication year - 2002
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.5570390543
Subject(s) - chemistry , thiazolidine , ring (chemistry) , intramolecular force , medicinal chemistry , lactam , stereochemistry , organic chemistry
Abstract Dedicated to Professor Jaromír Kaválek on the occasion of his 65 th birthday Substituted S ‐(1‐phenylpyrrolidin‐2‐on‐3‐yl)isothiuronium salts in weakly basic media undergo intramolecular recyclisation reaction in which the γ‐lactam cycle is split and a thiazolidine cycle is formed. A series of six substituted 2‐imino‐5‐[2‐(phenylamino)ethyl]‐thiazolidin‐4‐ones have been prepared by this reaction.