31121-11-6Relevant articles and documents
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Boppini,Nash
, p. 734,735 (1962)
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Visible light-mediated Smiles rearrangements and annulations of non-activated aromatics
Lawson, Connor A.,Dominey, Andrew P.,Williams, Glynn D.,Murphy, John A.
supporting information, p. 11445 - 11448 (2020/10/12)
We report the first examples of radical cation Smiles rearrangements. A series of aryloxy alkylamines underwent spontaneous reaction, with the amino group displacing theipso-alkoxy group through substitution, at ambient temperature and under photoactivation by visible light in the presence of an acridinium catalyst (5 mol%). The study was extended to 3-(2-methoxyphenyl)propan-1-amine derivatives, which lack an appropriateipsoleaving group. Here, efficient cyclisations resulted in displacement of the methoxy group and formation of tetrahydroquinolines.
Hydroxy Group Directed Catalytic Hydrosilylation of Amides
Ni, Jizhi,Oguro, Tsubasa,Sawazaki, Taka,Sohma, Youhei,Kanai, Motomu
supporting information, p. 7371 - 7374 (2018/11/25)
Chemo- and site-selective hydrosilylation of α- or β-hydroxy amides using organocatalyst B(C6F5)3 and commercially available hydrosilanes is described. This transformation is operative under mild conditions and tolerates a wide range of functional groups. The reaction was applied for selective reduction of a specific amide group of the therapeutically important cyclic peptide cyclosporin A, demonstrating the potential usefulness of this catalytic method in late-stage structural transformations of drug lead molecules.