56379-93-2Relevant academic research and scientific papers
Nucleophilic behaviour of DBU towards imidazolides: One-pot synthesis of ε-caprolactam derived carbamates and amides
Nirmala, Rajagopalan,Ponpandian, Thanasekaran,Venkatraman,Rajagopal, Sridharan
, p. 5181 - 5184 (2013/09/02)
Herein, we report the DBU ring opening reactions with imidazolide which can be a facile method to generate the library of ε-caprolactam derived carbamates and amides under one-pot condition.
Synthetic and structural studies on 1,2,4-dithiazolidine-3,5-dione derivatives
Wood, Mark E.,Cane-Honeysett, Daniel J.,Dowle, Michael D.,Coles, Simon J.,Hursthouse, Michael B.
, p. 3015 - 3023 (2007/10/03)
Methods have been developed for the N-alkylation of 1,2,4-dithiazolidine-3,5-dione 2 and the subsequent conversion of the N-alkylated derivatives into isocyanates 5. An extension of this methodology onto a solid-support is also reported. X-ray crystallographic analysis has been carried out on potassium 1,2,4-dithiazolidine-3,5-dione 3 for structural comparison with the parent heterocycle 2.
Selective Cathodic Cleavage of Unsymmetrical Imidodicarbonates, Acylcarbamates and Diacylamides
Maia, Hernani L. S.,Monteiro, Luis S.,Degerbeck, Fredrik,Grehn, Leif,Ragnarsson, Ulf
, p. 495 - 500 (2007/10/02)
A study of the selective cathodic cleavage of one of the alkoxycarbonyl or acyl groups from various imidodicarbonates, acylamides, and diacylamides is reported.The compounds investigated include all 15 possible combinations of the following groups in unsymmetrical N,N-diprotected derivatives of benzylamine: p-nitrobenzyloxycarbonyl, trichloroethyloxycarbonyl, toluene-p-sulfonyl, benzoyl, benzyloxycarbonyl, and tert-butyloxycarbonyl which can all be electrochemically cleavaged, except the last one.Initially the compounds were examined by cyclic voltammetry in order to measure the potentials associated with the cleavage of each group and afterwards they were electrolysed at constant potential in the presence of a proton donor.The following ranges in negative potential were recorded: 1.03-1.13 V , 1.8-2.14 V (Troc), 1.75-2.41 V (Tos), 1.88-2.52 V (Bz), and 2.83-2.9 V (Z), thus occasionally revealing a drastic effect of the auxiliary group.In the eletrolytic experiments competitive attack by base occasionally led to mixtures of monoacylamides.However, all compounds apart from some of the trichloroethyloxycarbonyl derivatives could be selectively cleaved in 89-100percent yields when an appropriate proton donor was used.Tentative explanations are given for the behaviour of the compounds studied and some conclusions are drawn.
3,6-Diisopropyl-2-hydroxypyrazine and 3,6-Diisopropyl-2-pyrazinethiol as Carriers of Some Alkoxycarbonyl Groups
Ohta, Akihiro,Inagawa, Yukiko,Mitsugi, Chie
, p. 1643 - 1646 (2007/10/02)
Some derivatives of benzyloxycarbonylated 3,6-diisopropyl-2-hydroxypyrazine and 3,6-diisopropyl-2-pyrazinethiol were prepared and shown to be versatile benzyloxycarbonylation reagents for amines and amino acids.It was also ascertained that 3,6-diisopropyl-2-hydroxypyrazine and 3,6-diisopropyl-2-pyrazinethiol serve effectively as carriers of the β,β,β-trichloroethoxycarbonyl group.
