Kondoh, Azusa; Terada, Masahiro published an article in 2018, the title of the article was Bronsted Base-Catalyzed Umpolung Intramolecular Cyclization of Alkynyl Imines.Safety of 2-((4-Methoxyphenyl)ethynyl)aniline And the article contains the following content:
A novel “umpolung” intramol. cyclization of alkynyl imines, in which the electrophilic imine sp2-carbon formally serves as a nucleophilic site, was developed under Bronsted base catalysis. The reaction involves the unprecedented catalytic generation of α-aminoester enolates from α-iminoesters via the 1,2-addition of the anion of a secondary phosphite to an imine moiety followed by the [1,2]-rearrangement of a dialkoxyphosphoryl moiety from carbon to nitrogen, which is a formal umpolung process, and the intramol. addition to an alkyne. This is a rare example of a [1,2]-rearrangement of a dialkoxyphosphoryl moiety from carbon to nitrogen to generate an α-amino carbanion and the first catalytic carbon-carbon bond forming reaction utilizing the resulting carbanion as a nucleophile. The experimental process involved the reaction of 2-((4-Methoxyphenyl)ethynyl)aniline(cas: 157869-15-3).Safety of 2-((4-Methoxyphenyl)ethynyl)aniline
The Article related to bronsted base catalyst umpolung intramol cyclization alkynyl imine, crystal structure mol phosphonate indoline preparation stereoselective, brønsted base catalysis, intramolecular cyclization, organocatalysts, rearrangement, umpolung and other aspects.Safety of 2-((4-Methoxyphenyl)ethynyl)aniline
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