Cyclotrimetaphosphate-assisted ruthenium catalyst for the hydration of nitriles and oxidation of primary amines to amides under aerobic conditions in water
Amide bonds are ubiquitous and regarded as an essential constituent of many biologically active drug molecules and fine chemicals. We report a practical and operationally simple ruthenium-based catalytic system for the hydration of nitriles and aerobic oxidation of primary amines to the corresponding amides. Both reactions proceed without any external oxidant in water under aerobic conditions and exhibit a broad substrate scope. The mechanistic investigation was executed with the aid of control experiments and kinetic and spectroscopic studies of the reaction mixture.
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Univ Tokyo, Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, JapanUniv Tokyo, Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
Saito, Yuki
Ishitani, Haruro
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Univ Tokyo, Grad Sch Sci, Green & Sustainable Chem Cooperat Lab, Bunkyo Ku, Tokyo 1130033, JapanUniv Tokyo, Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
Ishitani, Haruro
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Ueno, Masaharu
Kobayashi, Shu
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Univ Tokyo, Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
Univ Tokyo, Grad Sch Sci, Green & Sustainable Chem Cooperat Lab, Bunkyo Ku, Tokyo 1130033, JapanUniv Tokyo, Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
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Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USAUniv Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA
Wood, Alex B.
Kincaid, Joseph R. A.
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Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USAUniv Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA
Kincaid, Joseph R. A.
Lipshutz, Bruce H.
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Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USAUniv Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA