25662-24-2Relevant academic research and scientific papers
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
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
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.
