ChemInform Abstract: SYNTHESIS OF THE DITHIO ANALOG OF DIMEDONE

Thiocarbonyl compounds from β-substituted vinylald- and -ketimmonium derivatives

“…The IR spectra of thioketones 23 exhibit characteristic absorption bands of the double bond in the cyclohexene ring and thiocarbonyl group in the 1530-1590 and 1075-1125 cm −1 regions, respectively [3][4][5][6][7].…”

“…Cyclohex-2-ene-1-thiones 23 [3][4][5][6][7] are readily melting crystalline or oily substances that are crimson or violet, and are readily soluble in organic solvents but insoluble in water.…”

“…A systematic study of the reactions of N -(3-alkoxycyclohex-2-en-1-ylidene)immonium salts (22, Y = OAlk), their 3-alkylthio-(22, Y = SAlk) and 3-chloro-substituted analogs (22, Y = Cl) with hydrogen sulfide or sodium hydrosulfide at low temperature has afforded their conversion into enaminothioketones 24 in two stages (scheme 11) [3][4][5][6][7].…”

“…A systematic study on the thiolysis of β-heterosubstituted α,β-unsaturated immonium salts has made it possible to establish the direction of nucleophilic attack on the above salts and helped to develop a general approach to the synthesis of previously unknown thiocarbonyl compounds [3][4][5][6][7][8].…”

Formation of dispiro[bis(1,3-dithiolane)]-1,2′;3,2′-(5,5-dimethylcyclohexane) in the reaction of 3-methoxy-5,5-dimethyl-2-cyclohexene-1-thione with 1,2-ethanedithiol

“…Thus, the aminolysis of these compounds is a general method for the synthesis of 3-amino-2-cyclohexene-l-thiones [1], while their hydrothiolysis yields dithio analogs of dimedone [2].…”