Synthesis of a new class of heterocycles 1,7-dithia-3,5-diazacycloalkan(e)-4-(thi)ones using Cs- and Rb-containing catalysts

Add time:09/05/2019    Source:sciencedirect.com

An efficient method for the synthesis of 1,7-dithia-3,5-diazacycloalkan-4-ones and 1,7-dithia-3,5-diazacycloalkane-4-thiones has been developed via the cyclothiomethylation reaction of (thio)urea with bis(N,N-dimethylamino)methane and α,ω-alkanedithiols such as 1,2-ethanedithiol, 1,3-propanedithiol, 1,4-butanedithiol, 1,5-pentanedithiol, and 1,6-hexanedithiol under the action of catalysts based on Rb and Cs salts. A theoretical conformational analysis has been carried out on the example of 1,7-dithia-3,5-diazacycloethane-4-thione, being a representative of new heteromacrocycles with flattened -HN(CO)NH- fragment.

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