Abstract
Strecker reaction is widely applied for the synthesis of amino acids from aldehydes, amines and cyanides. Herein, we report the FeI2-catalyzed reductive Strecker type reaction of formamides instead of aldehydes to produce amino acetonitriles. The challenging capture of carbinolamine intermediates by CN- was achieved via Fe catalysis. This approach afforded better yields than the use of Ir-or Rh-catalysts. The application ability of this methodology is demonstrated by 1) one-pot construction of (C-13 labeled) complex molecules from CO2 via amino acetonitrile intermediates and 2) convenient production of homologated carboxylic acids from aldehydes. (C) 2021 Elsevier Inc. All rights reserved.
Keywords Plus:TERTIARY AMINE SYNTHESISC-H FUNCTIONALIZATIONCARBON-DIOXIDEOXIDATIVE CYANATIONALPHA-AMINONITRILESMOLECULAR-OXYGENAMIDESCARBOXYLATIONACTIVATIONNITRILES
Published in JOURNAL OF CATALYSIS,Volume 395;10.1016/j.jcat.2021.01.003,MAR 2021