98074-83-0Relevant academic research and scientific papers
1,8-diazabicyclo[5.4.0]undec-7-ene-promoted regioselective elimination of vicinal dibromides having an adjacent O-and/or N-functional group
Kutsumura, Noriki,Iijima, Masatoshi,Toguchi, Shohei,Saito, Takao
supporting information; experimental part, p. 1231 - 1232 (2011/11/30)
We have investigated the DBU-promoted HBr-elimination of vicinal dibromides having an adjacent O- and/or N-functional group under mild basic conditions. The elimination of 1-oxygenfunctionalized 2,3-dibromopropanes was more regioselective than that of 1-n
Transition metal-catalyzed synthesis and reactivity of N-alkenyl aziridines
Dalili, Shadi,Yudin, Andrei K.
, p. 1161 - 1164 (2007/10/03)
(Chemical Equation Presented) Straightforward methods for palladium-catalyzed alkenylation of aziridines with alkenyl halides and copper-catalyzed alkenylation of aziridines with alkenyl boronic acids have been developed. This methodology offers attractive alternatives to the known methods requiring activated alkenyl halides and acetylenes. A wide variety of N-alkenyl aziridines containing substituents other than electron-withdrawing substituants such as cyano groups and sulfones have been synthesized in good yields. Furthermore, these N-alkenyl aziridines exhibit quite a different reactivity from conventional enamines, as demonstrated by their reactivity.
New Synthesis of Propargylic Amines from 2-(Bromomethyl)aziridines. Intermediacy of 3-Bromoazetidinium Salts
D'Hooghe, Matthias,Van Brabandt, Willem,De Kimpe, Norbert
, p. 2703 - 2710 (2007/10/03)
A new, efficient, and straightforward synthesis provides propargylamines in high overall yields (64-77%) by transformation of 1-(arylmethyl)-2-(bromomethyl)aziridines into N,N-di(arylmethyl)N-(2-propynyl)amines via N-(2,3-dibromopropyl)amines and N-(2-bromo-2-propenyl)amines. The conversion of N-(2,3-dibromopropyl)amines into N-(2-bromo-2-propenyl)amines is based on a novel analogue of the Hofmann elimination. A Yamaguchi-Hirao alkylation, a Sonogashira coupling, or a hydroarylation reaction further functionalized these propargylamines toward potentially interesting compounds for medicinal and agrochemical use.
