1083003-99-9Relevant articles and documents
Base-mediated hydroamination of propargylamine: A regioselective intramolecular 5-exo-dig cycloisomerization en route to imidazole-2-thione
Ranjan, Alok,Yerande, Ragini,Wakchaure, Prasad B.,Yerande, Swapnil G.,Dethe, Dattatraya H.
, p. 5788 - 5791 (2014)
An intramolecular transition-metal-free base-mediated hydroamination of propargylamine with isothiocyanates has been achieved. This atom-economical, regioselective intramolecular 5-exo-dig cycloisomerization was utilized for the one-pot synthesis of diversely substituted imidazole-2-thione and spiro-cyclic imidazolidine-2-thione. The reaction goes to completion at room temperature via propargylthiourea and 65-97% isolated yields were obtained.
Facile and diverse microwave-assisted synthesis of secondary propargylamines in water using CuCl/CuCl2
Trang, Tran Thi Thu,Ermolat'ev, Denis S.,Van Der Eycken, Erik V.
, p. 28921 - 28924 (2015/04/14)
A highly efficient microwave-assisted three-component reaction between an aldehyde, a primary amine and an alkyne was developed using an inexpensive Cu(i)/Cu(ii) catalytic system and water as solvent. A wide range of diversely substituted secondary propargylamines was prepared in good and high yields within a short period of time.
A regiospecific approach to N-alkylpyrazoles and the derived N-oxides using 5-endo-dig cyclisations of alkynyl nitrosamines
Hayes, Simon J.,Knight, David W.,O'Halloran, Mark,Pickering, Stuart R.
experimental part, p. 2188 - 2190 (2009/04/07)
5-endo-dig Cyclisations of N-nitroso derivatives of homopropargylic amines, catalysed by silver nitrate on silica gel proceed smoothly at ambient temperature in chlorinated solvents to give essentially quantitative yields of the corresponding pyrazole-N-oxides, deoxygenation of which gives excellent yields of the related N-alkylpyrazoles in a regiospecific manner. Georg Thieme Verlag Stuttgart.
