Tandem synthesis of thiazolidine derivatives from primary amines, isothiocyanates, and bis(imidoyl) chlorides

Tandem synthesis of thiazolidine derivatives from primary amines, isothiocyanates, and... 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 [4], antitu- Graphical Abstract bercular [5], and anti-inflammatory [ 6] drugs. Previously, the reaction between thioureas and imidoyl chlorides of oxalic acid have been reported [7]. 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 http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Journal of the Iranian Chemical Society Springer Journals

Tandem synthesis of thiazolidine derivatives from primary amines, isothiocyanates, and bis(imidoyl) chlorides

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Publisher
Springer Berlin Heidelberg
Copyright
Copyright © 2017 by Iranian Chemical Society
Subject
Chemistry; Analytical Chemistry; Inorganic Chemistry; Physical Chemistry; Biochemistry, general; Organic Chemistry
ISSN
1735-207X
eISSN
1735-2428
D.O.I.
10.1007/s13738-017-1126-9
Publisher site
See Article on Publisher Site

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