This study reports on synthesis and determination of antimycobacterial activity and acid dissociation constants of polyfunctionalized 3-[2-(pyrrolidin-l-yl)thiazole-5-carbonyl[-2H-chromen-2-one derivatives, containing thiazole, coumarin, and pyrrolidine octahydropyrrolo[3,4-c]pyrrole moieties. The products were synthesized by a cyclization reaction of 5,5-diphenylpyrrolidine N-aroylthioureas or methyl 5-substituted 4,6-dioxo-3,3-diphenyloctahydropyrrolo[3,4-c[pyrrole-lcarboxylate N-aroylthioureas and 3-(bromoacetyl)coumarin with good to excellent yield (81-97%). The compounds exhibited antimycobacterial activity against the M. tuberculosis H37Rv strain with minimum inhibitory concentration values in the range of 31.25-125 mu g/cm(3). Acid dissociation constants of the compounds were determ...
Cyclohexane (CHA), cyclohexene (CHE), and 1,4-cyclohexadiene (CHD) derivatives have a wide variety of applications and scope in synthetic and industrial organic chemistry. These cyclic hydrocarbons are found in a variety of natural products, including herbal plants and fruits as basic fragrance components. The extraction and isolation of these essential hydrocarbons are too complex and difficult to pursue. However, the reduction of benzene and its derivatives is an essential and effective approach for producing CHA, CHE, and CHD derivatives. To obtain CHA, CHE, and CHD derivatives, several types of reduction techniques for benzene and its derivatives have been developed over the years, including various forms of catalytic hydrogenation, Benkeser reduction, classic and many modified Birch r...