54746-64-4Relevant academic research and scientific papers
Stereospecific Electrophilic Fluorocyclization of α,β-Unsaturated Amides with Selectfluor
Fei, Haiyang,Fu, Yao,Jalani, Hitesh B.,Li, Guigen,Lu, Hongjian,Wu, Hongmiao,Xu, Zheyuan,Zhu, Lin
, (2020/03/30)
An efficient fluorocyclization of α,β-unsaturated amides through a formal halocyclization process is developed. The reaction proceeds under transition-metal-free conditions and leads to the formation of fluorinated oxazolidine-2,4-diones with excellent regio- and diastereoselectivity. The evaluation of the reaction mechanism based on preliminary experiments and density functional theory calculations suggests that a synergetic syn-oxo-fluorination occurs and is followed by an anti-oxo substitution reaction. The reaction opens a new window in the field of stereospecific fluorofunctionalization.
Cycloreversion of β-lactams via photoinduced electron transfer
Prez-Ruiz, Ral,Sez, Jose A.,Jimnez, M. Consuelo,Miranda, Miguel A.
, p. 8428 - 8432 (2014/12/10)
The radical anions of β-lactams, photogenerated in the presence of DABCO as an electron donor, undergo cycloreversion via N-C4 bond cleavage, back electron transfer and final C2-C3 bond cleavage, leading to olefins. The involved intermediates are 1,4-radi
Superacid-promoted reactions of α-ketoamides and related systems
Sai, Kiran Kumar Solingapuram,Esteves, Pierre M.,Da Penha, Eduardo Tanoue,Klumpp, Douglas A.
, p. 6506 - 6512 (2008/12/22)
(Chemical Equation Presented) The superacid-promoted reactions of α-hydroxy and α-ketoamides have been studied. Ionization of these compounds leads to varied aryl-substituted oxyindole products. In some cases, electrocyclization can lead to substituted fl
