J IRAN CHEM SOC (2017) 14:1869–1874 DOI 10.1007/s13738-017-1126-9 ORIGINAL PAPER Tandem synthesis of thiazolidine derivatives from primary amines, isothiocyanates, and bis(imidoyl) chlorides 1 1 2 Issa Yavari · Nooshin Zahedi · Stavroula Skoulika Received: 7 July 2016 / Accepted: 21 April 2017 / Published online: 6 May 2017 © Iranian Chemical Society 2017 Abstract A series of thiazolidine derivatives have been among nitrogen and sulfur containing heterocycles that cover synthesized via tandem reaction of primary amines, iso- the mainstream of pharmacologically active molecules and thiocyanates, and bis(imidoyl) chlorides in DMF at room natural products [2, 3]. The thiazolidine ring system repre- temperature. sents an important structural unit in antimicrobial , antitu- Graphical Abstract bercular , and anti-inflammatory [ 6] drugs. Previously, the reaction between thioureas and imidoyl chlorides of oxalic acid have been reported . There are several methods for the synthesis of thiazolidine derivatives [8–11]. As part of our current studies on the synthesis of sulfur-containing organic compounds [12–15], we describe a facile one-pot method for the direct synthesis of function- alized thiazolidines from the reaction of primary amines (1), isothiocyanates (2), and bis(imidoyl) chlorides (3) at room temperature. The reaction of dianionic compounds with oxaldiimidoyl dichlorides has
Journal of the Iranian Chemical Society – Springer Journals
Published: May 6, 2017
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