Catalysis letters

Bulk gold-catalyzed reactions of diazoalkanes with amines and O2 to give enamines

Y Zhou, RJ Angelici, LK Woo

Index: Zhou, Yibo; Angelici, Robert J.; Keith Woo Catalysis Letters, 2010 , vol. 137, # 1-2 p. 8 - 15

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Citation Number: 17

Abstract

Abstract Bulk gold powder, consisting of approximately 5–50 μm particles, catalyzes reactions of diazoalkanes E (H) C= N 2, where E is CO 2 Et or PhC (O), with amines R 1 R 2 NH and O 2 to give enamine products (R 1 R 2 N)(E) C= CH (E) in 58–94% yield. The reactions are proposed to occur by initial formation of surface-bound (E)(H) C: carbene groups that are attacked by nucleophilic amines. The enamine products are very different ...