Tetrahedron letters

Synthesis and reactivity of N-hydroxy-2-aminoindoles

…, D Beaudoin, P Duspara, LA Trimble, P Dubé

Index: Belley, Michel; Sauer, Effiette; Beaudoin, Daniel; Duspara, Petar; Trimble, Laird A.; Dube, Pascal Tetrahedron Letters, 2006 , vol. 47, # 2 p. 159 - 162

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Citation Number: 23

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.

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