437717-31-2Relevant academic research and scientific papers
Simultaneously Electrogenerated Cycloaddition Partners for Regiospecific Inverse-Electron-Demand Diels-Alder Reactions: A Route for Polyfunctionalized 1,4-Benzoxazine Derivatives
Blattes, Estelle,Fleury, Maurice-Bernard,Largeron, Martine
, p. 882 - 890 (2007/10/03)
A multistep one-pot electrochemical synthesis of a variety of complex 2-alkylamino-1,4-benzoxazine derivatives is described. The reactions are regiospecific and diastereospecific in the case of heterocyclic annulation. This cascade sequence, wherein both cycloaddition partners are generated in situ, at room temperature, under metal-free conditions, allows the inverse-electron-demand Diels-Alder reaction of an o-iminoquinone diene and a secondary alkylenamine dienophile, two chemically nonaccessible unstable entities. To increase the molecular diversity, a variant in which the enamine is separately prepared completes the aforementioned procedure. The extension of this reaction should be useful to generate libraries of heterocycles.
Regiospecific inverse-electron-demand diels - Alder reaction of simultaneously electrogenerated diene and dienophile: An expeditious route to polyfunctionalized 1,4-benzoxazine derivatives
Largeron, Martine,Neudorffer, Anne,Vuilhorgne, Marc,Blattes, Estelle,Fleury, Maurice-Bernard
, p. 824 - 827 (2007/10/03)
The regiospecific cycloaddition of an o-quinone imine and a highly reactive enamine, which are electrogenerated simultaneously, can be carried out at ambient temperature in the absence of catalyst. This reaction is a powerful tool for the one-pot synthesi
