title: Synthesis of α-amino ketones from terminal alkynes via rhodium-catalyzed denitrogenative hydration of N-sulfonyl-1,2,3-triazoles.
abstract: N-Sulfonyl-1,2,3-triazoles react with water in the presence of a rhodium catalyst to produce α-amino ketones in high yield. An intermediary α-imino rhodium(II) carbenoid undergoes insertion into the O-H bond of water. This transformation formally achieves 1,2-aminohydroxylation of terminal alkynes in a regioselective fashion when combined with the copper(I)-catalyzed 1,3-dipolar cycloaddition with N-sulfonyl azides.
authors: Department of Synthetic Chemistry and Biological Chemistry, Kyoto University, Katsura, Kyoto 615-8510, Japan.
authors: Tomoya
authors: T
authors: Miura
authors: Tsuneaki
authors: T
authors: Biyajima
authors: Tetsuji
authors: T
authors: Fujii
authors: Masahiro
authors: M
authors: Murakami
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry*; D009584:Nitrogen / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D014230:Triazoles / Q000737:chemistry*
chemical_list: D000480:Alkynes; D007659:Ketones; D014230:Triazoles; D012238:Rhodium; D009584:Nitrogen