Yu, Liu-Zhu; Wei, Yin; Shi, Min published an article in 2017, the title of the article was Copper-catalyzed trifluoromethylazidation and rearrangement of aniline-linked 1,7-enynes: access to CF3-substituted azaspirocyclic dihydroquinolin-2-ones and furoindolines.Electric Literature of 157869-15-3 And the article contains the following content:
A set of reactions involving copper-catalyzed trifluoromethylazidation and then rearrangement of aniline-linked 1,7-enynes with the relatively poorly reactive Togni reagent and TMSN3 was developed, and provided facile access to structurally diverse and useful CF3-substituted azaspirocyclic dihydroquinolin-2-ones I [R1 = H, 4-Cl, 4-CN, etc.; R2 = Ph, 4-ClC6H4, 2-naphthyl, etc.; R3 = Ms, Bn, Ts, etc.; R4 = Me, Ph] bearing two adjacent quaternary carbon centers. These products were also obtained on a large scale. Moreover, the obtained products were further transformed into a range of synthetically valuable furoindolines bearing three consecutive quaternary carbon centers after reduction by NaBH4. Also, the delivery of multi-functionalized aziridines as a result of alcoholysis and LiAlH4-reduction of corresponding dihydroquinolin-2-ones I [R1 = H, R2 = Ph, R3 = Ts, R4 = Me] demonstrated the synthetic value of this newly developed protocol. The experimental process involved the reaction of 2-((4-Methoxyphenyl)ethynyl)aniline(cas: 157869-15-3).Electric Literature of 157869-15-3
The Article related to arylethynyl phenyl acrylamide copper catalyst regioselective trifluoromethylaziridination rearrangement, trifluromethyl azaspirocyclic dihydroquinolinone diastereoselective preparation sodium borohydride reduction, furoindoline preparation and other aspects.Electric Literature of 157869-15-3
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