Gold-Catalyzed Hydrohydrazidation of Terminal Alkynes
Dmitry P Zimin1, Dmitry V Dar'in1, Valentin A Rassadin1
1Institute of Chemistry, Saint Petersburg State University , Universitetskaya Nab. 7/9 , 199034 Saint Petersburg , Russia.
Abstract:
Facile gold-catalyzed hydrohydrazidation of alkynes with various hydrazides R2CONHNH2 (R = Alk or Ar; including those with an additional nucleophilic moiety) in the presence of Ph3PAuNTf2 (6 mol %) leading to a wide range of substituted keto- N-acylhydrazones (18 examples) in excellent to good yields (99-66%) is reported. This novel metal-catalyzed coupling proceeds under mild conditions (chlorobenzene, 60 °C), exhibits high functional group tolerance, and is insensitive to the electronic and steric effects of the substituents in the reactants.
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