855419-48-6Relevant academic research and scientific papers
Silica supported catalysis: A practical use of an iron Lewis acid
Redlich, Mark,Mahmood, Syed J.,Mayer, Michael F.,Hossain, M. Mahmun
, p. 1401 - 1411 (2000)
The silica-supported iron Lewis acid [(η5- C5H5)Fe(CO)2(THF)]+ [BF4]- (1), was found to catalyze the formation of an enol ester, cyclopropane, or aziridine from a diazo compound
Titanium-mediated cross-coupling reactions of imines with ketones or aldehydes: An efficient route for the synthesis of 1,2-amino alcohols
Fan, Guoqin,Liu, Yuanhong
supporting information; experimental part, p. 5084 - 5087 (2012/09/25)
The cross-coupling reactions of imines with ketones using Ti(O iPr)4/c-C5H9MgCl reagent lead to 1,2-amino alcohols after hydrolysis. The coupling reactions with aldehydes could also afford 1,2-amino alcohols, however, in some cases, aziridines were obtained as major products in a stereoselective manner.
Catalytic preparation of aziridines with an iron lewis acid
Mayer, Michael F.,Mahmun Hossain
, p. 6839 - 6844 (2007/10/03)
The iron Lewis acid, [(;75-C5H5)Fe(CO)2(THF)]+[BF4]-) was found to be an effective catalyst for the preparation of aziridines. This new method provides a facile, one-step route to predominantly cisaziridines, with yields up to 95%, from compounds with a diazo functionality and a variety of substituted AT-benzylidene imines with N-aryl or AT-alkyl groups. The reaction mechanism is believed to proceed through an electrophilic iminium ion intermediate. To support this idea, the iron Lewis acid-imine complex [(?75-C5H5)Fe(CO)2(PhCH=NPh)]+[BF.j]- was prepared, characterized, and reacted with different diazo compounds to provide the resultant czs-aziridines. Alternatively, it may be possible that the aziridines were derived from an electrophilic carbenoid intermediate, as is often proposed. Thus, the iron carbene [(2-CsIWFeCCOMCHPhOl+LSOaCFg]- was prepared and treated with AT-benzylideneaniline; however, the resultant aziridine was not formed.
