Here we provide new experimental results on multicomponent reactions of amines with aldehydes and H(2)S in the directed synthesis of functionally-substituted 1,3-thiazetidines, 1,3,5-dithiazinanes, 1,3,5-thiadiazinanes, 1,5-dithia-3,7-diazacyclooctanes, and thioaza macrocycles. X-ray analysis gave insight into the structure of the synthesized compounds. New kinds of multicomponent reactions (MCR) have been discovered and characterized.
A library of new (1,5,3-dithiazepan-3-yl)alkanoic acids was prepared by the multicomponent cyclocondensation of amino acids, formaldehyde, and 1,2-ethanedithiol in water at room temperature for 1 to 5 h in high yields. This green procedure offers several advantages such as an operational simplicity, no catalyst, and no production of hazardous materials.
Synthesis, crystal structure, and interconversions of new N aryl 1,3,5 dithiazinanes, 1,3,5 thiadiazinanes, and 1,5 dithia 3,7 diazacyclooctanesChemoselectivity of multicomponent reaction of anilines with the CH 2 O-H 2 S thiomethyl ating mixture in the synthesis of N aryl substituted 1,3,5 dithiazinanes, 1,3,5 thiadiazinanes, and 1,5 dithia 3,7 diazacyclooctanes has been studied depending on the type and mutual arrangement of substituents in the starting anilines, ratio of reagents, temperature, and reac tion time. Conformation of the synthesized heterocycles in crystal has been found by X ray diffraction. Interconversion of the heterocycles showed stability of N aryl 1,3,5 dithiazinanes.
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