22962-86-3Relevant academic research and scientific papers
Efficient synthetic procedure to new 2-imino-1,3-thiazolines and thiazolidin-4-ones promoted by acetonitrile electrogenerated base
Haouas, Beya,Sbei, Najwa,Ayari, Hana,Benkhoud, M. Lamine,Batanero, Belen
, p. 11776 - 11781 (2018/07/25)
A novel and convenient strategy is described for the regioselective conversion of N,N′-disubstituted thioureas and 1,2-dielectrophiles into the highly biologically valuable 2-imino-thiazoline and 2-imino thiazolidine-4-one derivatives. The synthesis proce
Multicomponent Synthesis of Uracil Analogues Promoted by Pd-Catalyzed Carbonylation of α-Chloroketones in the Presence of Isocyanates and Amines
Perrone, Serena,Capua, Martina,Salomone, Antonio,Troisi, Luigino
, p. 8189 - 8197 (2015/09/01)
A short and efficient one-pot synthesis of uracil derivatives with a high structural variability is described. The process is a multicomponent reaction based on a palladium-catalyzed carbonylation of α-chloroketones in the presence of primary amines and i
A convenient one-pot synthesis of thiazol-2-imines: application in the construction of pifithrin analogues
Murru, Siva,Singh,Kavala, Veerababurao,Patel, Bhisma K.
, p. 1931 - 1942 (2008/09/17)
For the first time a reaction intermediate has been isolated giving further insight into the mechanism of thiazol-2-imine formation. The first step of the reaction requires a basic medium, while the second step is an acid mediated E1 elimination reaction. An efficient one-pot synthesis of substituted thiazol-2-imines have been achieved by the condensation of carbonyl compounds with thioureas and 1,3-disubstituted thioureas using 1,1′-(ethane-1,2-diyl)dipyridinium bistribromide (EDPBT). Unsymmetrical 1,3-disubstituted thioureas give regioselective products with symmetrical ketones, which are mainly governed by the pKas of NH protons of thiourea, whereas symmetrical 1,3-disubstituted thioureas give regioselective products with symmetrical carbonyl compounds owing to the regioselective bromination of ketones. The methodology is extended to access novel neurodegenerative drug candidate pifithrin-α analogues in good yields in shorter reaction time. This method is simple, versatile and is applicable for different 1,3-disubstituted thioureas as well as a range of carbonyl compounds.
SYNTHESIS AND ELABORATION OF HETEROCYCLES VIA IODOCYCLISATION OF UNSATURATED THIOUREAS
Creeke, Paul I.,Mellor, John M.
, p. 4435 - 4438 (2007/10/02)
Iodocyclisation of N-allyl or S-allyl thioureas leads efficiently to dihydrothiazoles, and dihydroimidazoles and homologous thioureas afford dihydrothiazines.The products are readily elaborated to give unusual heterocyclic systems.
