Behavior of 2-iminothiazolidin-4-one with different reagents
✍ Scribed by Wafaa S. Hamama; Mohadamed A. Ismail; Mamdoh Soliman; Saad Shaaban; Hanafi H. Zoorob
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2011
- Tongue
- English
- Weight
- 184 KB
- Volume
- 48
- Category
- Article
- ISSN
- 0022-152X
- DOI
- 10.1002/jhet.628
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
Annulations of 2‐imino‐4‐thiazolidinone (5) via cycloaddition followed by cyclocondensation reaction with 1,3‐diphenylpropenone (6), benzylidenemalonate, and 1,2‐bis(chloromethyl)benzene gave 7, 19 and 20, respectively. Reaction of 5 with suitable electrophiles (Mannich bases of arylalkanone), 1,4‐dichlorobenzene (diarylmethylation), and formylation afforded 8/9, 21/22, and 23, respectively. J. Heterocyclic Chem., (2011).
📜 SIMILAR VOLUMES
The reaction of 2-thioxo-4-thiazolidinone (1a) with phosphorus ylides 2a and 2b afforded compounds 5 and 6. On the other hand, formylmethylenetriphenylphosphorane (2c) reacts with 1a and its N-methyl derivative 1b to give the new complicated phosphonium ylides 7a,b, respectively. Reactions of 1b wit
The Behavior of 2-Thioxo-4-thiazolidinones Toward Organophosphorus Reagents. -The reactions of the title heterocycles (I) with resonance stabilized phosphonium ylides, dialkyl phosphites, and trialkyl phosphites is studied. Whilst the reactions with ylides give rise to C-alkylated products [cf. (III