Photoassisted, iron-catalyzed allylic amination of olefins with nitroarenes

RS Srivastava, M Kolel-Veetil, KM Nicholas

Index: Srivastava, Radhey S.; Kolel-Veetil, Manoj; Nicholas, Kenneth M. Tetrahedron Letters, 2002 , vol. 43, # 6 p. 931 - 934

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Citation Number: 24

Abstract

Olefins react with nitroarenes and carbon monoxide photochemically in the presence of [Cp* Fe (CO) 2] 2 (Cp*= η5-C5Me5) to produce N-aryl-N-allyl amines in moderate to good yields. Unsymmetrical olefins react highly regioselectively with N-functionalization at the less substituted vinylic carbon. Mechanistic probes using 2′-nitrobiphenyl, 2, 3- dimethylbutadiene and nitrosobenzene suggest that neither aryl nitrenes nor ...