65199-13-5Relevant academic research and scientific papers
Behaviour of iprit carbonate analogues in solventless reactions
Arico',Evaristo,Tundo
, p. 31071 - 31078 (2014/08/05)
Sulfur iprit carbonate analogues have been investigated in neat conditions at atmospheric pressure, in the presence and in the absence of a catalytic amount of base. Furthermore, their reaction mechanism has been discussed in detail. In these novel reaction conditions, sulfur mustard carbonate analogues, that previously showed poor or no reactivity, remarkably undergo efficient nucleophilic substitution with several substrates. This journal is the Partner Organisations 2014.
Sulfur and nitrogen mustard carbonate analogues
Arico, Fabio,Chiurato, Matteo,Peltier, Josephine,Tundo, Pietro
experimental part, p. 3223 - 3228 (2012/07/31)
Sulfur and nitrogen half-mustard compounds lose their aggressive properties when the chlorine atom is replaced by a carbonate moiety. The anchimeric effect of the novel mustard carbonate analogues is investigated. The reaction follows first-order kinetics, does not need any base, and occurs with -OH, -NH and acidic -CH nucleophiles. Most of these molecules are unexplored and might provide a novel strategy for the preparation of compounds previously not easily accessible. Copyright
Triflic anhydride-promoted cyclization of sulfides: A convenient synthesis of fused sulfur heterocycles
Shevchenko, Nikolay E.,Nenajdenko, Valentine G.,Balenkova, Elizabeth S.
, p. 1191 - 1200 (2007/10/03)
A new approach to the synthesis of annulated sulfur heterocycles based on triflic anhydride-promoted cyclization of the hetaryl(aryl) containing alkyl sulfides was elaborated. Smooth demethylation of initially formed cyclic sulfonium salts by treatment with triethylamine afforded a number of five-, six- and seven-membered fused sulfur heterocycles. Unexpected ring opening took place in the reaction of diethylamine with 5-membered sulfonium salts.
Ring opening reactions of thiiranes by alkoxo- and aryloxo-gold(I) complexes
Usui, Yoko,Noma, Junko,Hirano, Masafumi,Komiya, Sanshiro
, p. 4397 - 4406 (2007/10/03)
Alkoxo- and aryloxo-gold(I) complexes [Au(OR)L] [R = CH(CF3)2, L = PPh3 1a or PCy3 1b; R = Ph, L = PPh3 1c, PCy3 1d or PMe3 1e] smoothly reacted with ethylene sulfide to give the corresponding 2-(alkoxy- or -aryloxy)ethyl-sulfanylgold(I) complexes [Au(SCH2CH2OR)L] 2 at room temperature. Similar treatments of 1a-1e with propylene sulfide, isobutylene sulfide, or styrene sulfide selectively cleaved the less hindered C-S bond of thiiranes to give corresponding 2-(alkoxy- or -aryloxy)ethylsulfanylgold(I) complexes. Reactions of 1a with cis- and trans-2-butene sulfide gave syn- and anti-[Au(SCHMeCHMeOR)L], respectively, suggesting a mechanism involving an SN2 type trans addition of alkoxogold(I) complexes toward thiiranes. The Royal Society of Chemistry 1999.
