Efficient Metal-Free Oxidative C-H Amination for Accessing Dibenzoxazepinones via μ-Oxo Hypervalent Iodine Catalysis

被引:2
作者
Sasa, Hirotaka [1 ]
Hamatani, Syotaro [2 ]
Hirashima, Mayu [3 ]
Takenaga, Naoko [4 ]
Hanasaki, Tomonori [3 ]
Dohi, Toshifumi [2 ]
机构
[1] Ritsumeikan Univ, Ritsumeikan Global Innovat Res Org, 1-1-1 Nojihigashi, Kusatsu, Shiga 5258577, Japan
[2] Ritsumeikan Univ, Grad Sch Pharmaceut Sci, 1-1-1 Nojihigashi, Kusatsu, Shiga 5258577, Japan
[3] Ritsumeikan Univ, Grad Sch Life Sci, 1-1-1 Nojihigashi, Kusatsu, Shiga 5258577, Japan
[4] Meijo Univ, Fac Pharm, 150 Yagotoyama,Tempaku Ku, Nagoya, Aichi 4688503, Japan
来源
CHEMISTRY-SWITZERLAND | 2023年 / 5卷 / 04期
关键词
mu-oxo hypervalent iodine; oxidative C-H amination; salicylamide; dibenzoxazepinone; greener organocatalysis; ONE-POT SYNTHESIS; NITROGEN; CARBONYLATION; HYDROCARBONS; GENERATION;
D O I
10.3390/chemistry5040145
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Dibenzoxazepinones exhibit unique biological activities and serve as building blocks for synthesizing pharmaceutical compounds. Despite remarkable advancements in organic chemistry and recent developments in synthetic approaches to dibenzoxazepinone motifs, there is a strong demand for more streamlined synthesis methods. The application of the catalytic C-H amination strategy, which enables the direct transformation of inert aromatic C-H bonds into C-N bonds, offers a rapid route to access dibenzoxazepinone frameworks. Hypervalent-iodine-catalyzed oxidative C-H amination has the potential to become an effective approach for synthesizing dibenzoxazepinones. In this study, we present our method of employing mu-oxo hypervalent iodine catalysis for intramolecular oxidative C-H amination of O-aryl salicylamides, facilitating the synthesis of target dibenzoxazepinone derivatives bearing various functional groups in a highly efficient manner.
引用
收藏
页码:2155 / 2165
页数:11
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