188818-06-6Relevant articles and documents
Nickel-catalyzed [3 + 2] cycloaddition of diynes with methyleneaziridines via C-C bond cleavage
Pan, Bin,Wang, Chunxiang,Wang, Dongping,Wu, Fan,Wan, Boshun
, p. 5073 - 5075 (2013/06/05)
A Ni-catalyzed [3 + 2] cycloaddition via C-C bond cleavage of methyleneaziridines under mild conditions was developed. This reaction gave substituted pyrroles with excellent regioselectivity and a pendant alkyne unit, which is advantageous for further derivatization. The Royal Society of Chemistry 2013.
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.