Cleavage of the C-N bond of carboxamides generally requires harsh conditions. This study reveals that tris(amido)Al(III) catalysts, such as Al2(NMe2)6, promote facile equilibrium-controlled transamidation of tertiary carboxamides with secondary amines. The mechanism of these reactions was investigated by kinetic, spectroscopic, and density functional theory (DFT) computational methods. The cata...

o-Nitrobenzenesulfenamides (1) undergo acid-catalyzed methanolysis (eq 2) in acetonitrile-methanol, affording methyl o-nitrobenzenesulfenate (2). They also undergo acid-catalyzed reaction with a thiol, giving an alkyl o-nitrophenyl disulfide (eq 3). In MeCN-8.2 M MeOH the thiolysis reaction exhibits a simple fmt-order dependence on both [R'SH] and [H+] for acid concentrations in the range 0.001...

[reaction: see text] A series of beta-thio group substituted alpha-diazo carbonyl compounds have been prepared by nucleophilic substitution reactions of thiophenol, thionaphthol, or benzyl mercaptan with beta-acetoxy-alpha-diazo carbonyl compounds. The diazo decomposition of these diazo carbonyl compounds with various transition metal catalysts, including Rh(II) carboxylates and Cu(I) and Cu(II...

New dimeric quaternary alkylammonium conjugates of sterols were obtained by two step reactions of ergosterol, cholesterol and cholestanol with bromoacetic acid bromide, followed by bimolecular nucleophilic substitution with N,N,N',N'-tetramethyl-1,3-propanediamine, N,N,N',N'',N''-pentamethyldiethylenetriamine and 3,3'-iminobis- (N,N-dimethylpropylamine). The product structures were confirmed by ...