91406-89-2Relevant academic research and scientific papers
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.
One-pot, three-step copper-catalyzed five-/four-component reaction constructs polysubstituted oxa(thia)zolidin-2-imines
Madaan, Chetna,Saraf, Shuddham,Priyadarshani, Garima,Reddy, P.Purushotham,Guchhait, Sankar K.,Kunwar,Sridhar
experimental part, p. 1955 - 1959 (2012/10/08)
A novel one-pot synthesis of polysubstituted oxa(thia)zolidin-2-imines has been developed. It employs A3-coupling of aldehyde and amine with alkyne to form propargyl amine, which on (thio)amidation with iso(thio)cyanate produces N-propargyl(thio)urea, and a cyclization reaction. A 5-exo-dig iodocyclization of N-propargylurea constructs 5-iodomethyleneoxazolidin-2-imine, while cycloisomerization of the thio analogue provides 5-methylenethiazolidin- 2-imine. In this process, CuI catalysis has been found to be crucial, and the cyclization occurs through oxygen/sulfur (not nitrogen) nucleophilic attack to alkyne. Georg Thieme Verlag Stuttgart · New York.
ADDITION OF ALKYNYL ANIONS TO ALDIMINES CONTAINING α-HYDROGENES: A NOVEL SYNTHESIS OF β-AMINOACETYLENES
Wada, Makoto,Sakurai, Yoji,Akiba, Kin-ya
, p. 1083 - 1084 (2007/10/02)
Alkynylboranes (or alkynylborates), prepared in situ from lithium acetylide and BF3*Et2O, added to aldimines containing α-hydrogens to afford β-aminoacetylenes in good yields.
