Lei, Tao; Cheng, Yuan-Yuan; Han, Xu; Zhou, Chao; Yang, Bing; Fan, Xiu-Wei; Chen, Bin; Tung, Chen-Ho; Wu, Li-Zhu published the artcile< Lewis Acid-Relayed Singlet Oxygen Reaction with Enamines: Selective Dimerization of Enamines to Pyrrolin-4-ones>, Reference of 94-02-0, the main research area is pyrrolinone preparation chemoselective photochem; enamine selective dimerization singlet oxygen reaction Lewis acid.
Singlet oxygen (1O2)-mediated oxidation represents an attractive strategy for incorporation of oxygen atoms from air under mild and environmentally benign conditions. However, the 1O2 reaction with enamine suffers from fragmentation, leading to very unsuccessful transformation. Here, Lewis acid is introduced to intercept [2 + 2] or “”ene”” reaction intermediates of the 1O2 reaction and enables oxidative dimerization of enamines to produce pyrrolin-4-ones in good to excellent yields. Mechanistic studies reveal the formation of the imino ketone intermediate from the interaction of 1O2 and enamine, which is able to interact with Lewis acid, relaying the 1O2 reaction in enamine chem. For the first time, selective cross-dimerization of two different enamines is achieved. Due to the advantages of mild conditions, high chemoselectivity, and up to 99% yield, a promising strategy has been developed for synthesizing aza-heterocycles under ambient conditions, which can be further applied for the synthesis of imidazolone, quinoxaline, and highly functionalized imine.
Journal of the American Chemical Society published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, Reference of 94-02-0.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics