25662-24-2Relevant academic research and scientific papers
A novel entry toward 2-imino-1,3-thiazolidines and 2-imino-1,3-thiazolines by ring transformation of 2-(thiocyanomethyl)aziridines
D'hooghe, Matthias,Waterinckx, Alex,De Kimpe, Norbert
, p. 227 - 232 (2007/10/03)
(Chemical Equation Presented). A new, efficient, and straightforward synthesis of 3-arylmethyl-4-chloromethyl-2-imino-1,3-thiazolidines and 2-(N-acylimino)-3-arylmethyl-4-chloromethyl-1,3-thiazolidines has been developed by ring transformation of 1-arylme
Coupling of 1-alkyl-2-(bromomethyl)aziridines with lithium dialkylcuprates towards 1,2-dialkylaziridines
D'Hooghe, Matthias,Rottiers, Mario,Jolie, Robrecht,De Kimpe, Norbert
, p. 931 - 934 (2007/10/03)
The reactivity of 1-alkyl-2-(bromomethyl)aziridines with respect to lithium dialkylcuprates (Gilman reagents) has been evaluated for the first time, pointing to the conclusion that these substrates can be applied successfully as synthetic equivalents for
Mechanistic considerations for the consecutive cyclization of 2,3-dibromopropylamine hydrobromide giving a strained molecule, 1-azabicyclo[1.1.0]butane
Hayashi, Kazuhiko,Ikee, Yoshifumi,Goto, Satoru,Shiro, Motoo,Nagao, Yoshimitsu
, p. 89 - 94 (2007/10/03)
The effective formation of 1-azabicyclo[1.1.0]butane (2) by treatment of 2,3-dibromopropylamine hydrobromide (1) with n-BuLi could be understood considering a rational reaction pathway via both transition states 10 and 19 based on the intramolecular Br...
A new synthesis of 2-methyleneaziridines
De Kimpe, Norbert,De Smaele, Dirk,Sakonyi, Zsolt
, p. 2448 - 2452 (2007/10/03)
A new synthetic route leading to 2-methyleneaziridines has been developed by base-induced 1,2-dehydrobromination of 2-(bromomethyl)aziridines. Several base-solvent pairs did not lead to 2-methyleneaziridines. Only potassium tert-butoxide in tetrahydrofuran afforded 2-methyleneaziridines in competition with the substitution products, i.e. 2-(tert-butoxymethyl)aziridines. Various attempted functionalizations of 1-(arylmethyl)-2-methyleneaziridines failed, but they proved to be excellent substrates for the synthesis of β-lactam derivatives, i.e. 1-(arylmethyl)-2-iminoazetidines, through ring expansion with azides carrying electron-withdrawing substituents.
Sonochemical Cleavage of 2-(Bromomethyl)aziridines by a Zinc-Copper Couple
Kimpe, Norbert De,Jolie, Rob,Smaele, Dirk De
, p. 1221 - 1222 (2007/10/02)
1-Alkyl- and 1-arylmethyl-2-(bromomethyl)aziridines are readily cleaved by the sonochemical zinc-copper couple in aqueous methanol at room temp. to afford allylamines.
