298206-55-0Relevant articles and documents
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.
One-pot synthesis of 2-acylimino-3-aryl-thiazoline derivatives in aqueous media
Wang, Xicun,Wang, Fang,Quan, Zhengjun,Zhang, Zhang,Wang, Mangang
, p. 2453 - 2460 (2007/10/03)
A one-pot, two-step synthesis for acyliminothiazolines by treated N,N′-substituted thioureas with α-bromocarbonyl compounds under aqueous media was described. Compared to the classical reaction in organic solvents, this method consistently has the advanta
