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Synthesis and reactivity of N-hydroxy-2-aminoindoles |
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| Authors: | Michel Belley Effiette Sauer Daniel Beaudoin Petar Duspara Laird A Trimble Pascal Dubé |
| Institution: | Merck Frosst Centre for Therapeutic Research, PO Box 1005, Pointe Claire-Dorval, Québec, Canada H9R 4P8 |
| Abstract: | Catalytic hydrogenation of (2-nitrophenyl)acetonitriles bearing an electron-withdrawing substituent α to the nitrile, using Pd/C and (Ph3P)4Pd, affords N-hydroxy-2-aminoindoles in good to excellent yields. (Ph3P)4Pd decreases the reduction rate of the intermediate hydroxylamine and acts as a catalyst during the cyclization onto the nitrile. |
| Keywords: | Reductive cyclization N-Hydroxy-2-aminoindole Catalytic hydrogenation Tetrakis(triphenylphosphine)palladium(0) (Ph3P)4Pd |
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