10181-59-6Relevant articles and documents
Polycyclic [2+3]-cycloadducts from the thermal decomposition of bis(2,5-dihydro-1,3,4-thiadiazoles) in the presence of N-methylmaleimide
Mloston,Celeda,Linden,Heimgartner
, p. 2089 - 2099 (2007/10/03)
Thermal decomposition of a mixture of the two stereoisomeric bis(2,5-dihydro-1,3,4-thiadiazoles) cis- and trans-2, which was prepared by treatment of 2,2,4,4-tetramethylcyclobutane-1,3-dithione with excess of diazomethane in the presence of two equivalents of N-methylmaleimide, led to a mixture of three 1:2 cycloadducts of type 4. The structures of these thiocarbonyl methanide-adducts have been established by X-ray crystallography. In the presence of only one equivalent of N-methylmaleimide, a complex mixture of the three 1:2 adducts of type 4, the known dispirocyclic bis-thiiranes cis-and trans-3, and a 1:1 adduct 6, containing one thiirane ring and one fragment resulting from a [2+3]-cycloaddition of a thiocarbonyl methanide, was formed. The structure of the latter has again been proven by X-ray crystallography.
Thiones as superdipolarophiles. Rates and equilibria of nitrone cycloadditions to thioketones
Huisgen, Rolf,Fisera, Lubor,Giera, Henry,Sustmann, Reiner
, p. 9671 - 9678 (2007/10/02)
1,3-Dipolar cycloadditions of N-methyl-C,C-diphenylnitrone (15) and N-methyl-C-phenylnitrone (16) with aliphatic thioketones are equilibrium reactions. The 1,4,2-oxathiazolidines were characterized and their dissociation constants measured by 1
