Moon, Yonghoon; Lee, Wooseok; Hong, Sungwoo published the artcile< Visible-Light-Enabled Ortho-Selective Aminopyridylation of Alkenes with N-Aminopyridinium Ylides>, Electric Literature of 93-60-7, the main research area is blue LED ortho selective aminopyridylation alkene aminopyridinium ylide.
By utilizing an underexplored reactivity mode of N-aminopyridinium ylides, we developed the visible-light-induced ortho-selective aminopyridylation of alkenes via radical-mediated 1,3-dipolar cycloaddition The photocatalyzed single-electron oxidation of N-aminopyridinium ylides generates the corresponding radical cations that enable previously inaccessible 1,3-cycloaddition with a broader range of alkene substrates. The resulting cycloaddition adducts rapidly undergo subsequent homolytic cleavage of the N-N bond, conferring a substantial thermodn. driving force to yield various β-aminoethylpyridines. Remarkably, amino and pyridyl groups can be installed into both activated and unactivated alkenes with modular control of ortho-selectivity and 1,2-syn-diastereoselectivity under metal-free and mild conditions. Combined exptl. and computational studies are conducted to clarify the detailed reaction mechanism and the origins of site selectivity and diastereoselectivity.
Journal of the American Chemical Society published new progress about 1,3-Dipolar cycloaddition catalysts. 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Electric Literature of 93-60-7.