Utilization of cyanothioformamides in the syntheses of various types of imidazole derivatives
- 10 January 2020
- journal article
- review article
- Published by Taylor & Francis Ltd in Synthetic Communications
- Vol. 50 (5), 621-648
- https://doi.org/10.1080/00397911.2019.1700524
Abstract
When, cyanothioformamide derivatives are reacted with certain electrophiles, they produce imidazole, oxazole, thiazole, 2,5-thiadiazole, bis-imidazole and bis-oxazole derivatives; while the reaction with certain nucleophiles furnish benzoxazole, quinaolinone, triazole, bis-triazole, benzoxazinethione and 1,3,4-thiadiazole derivatives. Imidazolidineiminothione derivatives were obtained by ring closure reaction of cyanothioformamide derivatives with isocyanates. These reactions give rise to imidazole derivatives that contain adjacent thione and imino functional groups in the positions 4 and 5 which are reactive in numbers of subsequent ring closure reactions. These compounds find applications as medicinal and pharmacological agents.Keywords
This publication has 59 references indexed in Scilit:
- Synthesis, characterization, and derivatization of some novel types of fluorinated mono- and bis-imidazolidineiminothiones with antitumor, antiviral, antibacterial, and antifungal activitiesJournal of Fluorine Chemistry, 2011
- Synthesis and characterization of new types of halogenated and alkylated imidazolidineiminothiones and a comparative study of their antitumor, antibacterial, and antifungal activitiesEuropean Journal of Medicinal Chemistry, 2011
- Halogenated, alkylated and new types of imidazolidine, pyrrolidine, imidazotriazine and thienoimidazole derivatives with biological and antitumor activitiesJournal of Sulfur Chemistry, 2006
- utility of Cyanothioformamides in synthesis of Some Bis(Imidazole, Oxazole, Thiazole, Oxadiazole, Triazole, Benzoxazinethione and Quinazoline) DerivativesJournal of Chemical Research, 2003
- A comparative study of the behavior of cyanothioformamide and oxazolidine (thiones or iminothiones) towards some binucleophilesHeteroatom Chemistry, 2002
- A COMPARATIVE STUDY OF 4-THIOXO-(IMIDAZOLIDINES AND OXAZOLIDINES) AND SOME NUCLEOPHILIC REAGENTSPhosphorus, Sulfur, and Silicon and the Related Elements, 1999
- “NOVEL SYNTHESIS AND CYCLIZATION REACTIONS OF 3-AMINO-2-MERCAPTOPYRROLE DERIVATIVES”Phosphorus, Sulfur, and Silicon and the Related Elements, 1999
- 3,1-Benzoxazin-4-ones, 3,1-benzothiazin-4-ones and N-arylcyanothioformamidesJournal of the Chemical Society, Chemical Communications, 1995
- Thiazolidinethionesvs.imidazolidinedithiones as products from cyanothioformanilides and phenyl isothiocyanatesJournal of Heterocyclic Chemistry, 1987
- Heterocyclic Ring-Closure Reactions; VII1. A Facile Synthesis of 5-Imino-4-oxazolidinethiones and 4-Thioxo-5-oxazolidinonesSynthesis, 1980