The very efficienthydroacylationreaction of azodicarboxylates, with various aldehydes, was carried successfully out at room temperature in water without the use of a catalyst to obtain a variety of hydrazine imide products in high yields. A wide range of aldehydes, including aliphatic and aromatic compounds, was considered, and the reaction is believed to proceed via a radical mechanism, in which
Ionic Liquid (IL) as an Effective Medium for the Highly Efficient Hydroacylation Reaction of Aldehydes with Azodicarboxylates
作者:Bukuo Ni、Qianying Zhang、Satish Garre、Allan D. Headley
DOI:10.1002/adsc.200800808
日期:2009.4
Abstractmagnified imageThe highly efficient hydroacylation reaction of aldehydes with azodicarboxylates has been carried out in the ionic liquid,1‐n‐butyl‐3‐methylimidazolium bis(trifluoromethanesulfonyl)imide, [BMIM] [NTf2]. The products were readily separated by extraction from the reaction medium and the ionic liquid could be recycled up to 8 times and the yields of the reactions were not affected. Compared to conventional solvents, high yields were achieved with aliphatic saturated aldehydes, and the reaction can be conducted under normal to mild conditions without the use of a catalyst.
Transition-Metal-Catalyzed Aldehydic C−H Activation by Azodicarboxylates
作者:Daesung Lee、Ryan D. Otte
DOI:10.1021/jo035456o
日期:2004.5.1
Rhodium acetate-catalyzed hydroacylation between aldehydes and an activated form of NN bond was achieved under mild conditions to provide efficient access to a variety of hydrazino imides. Good selectivity for the aldehydic C−Hactivation relative to the ene-type reaction was observed with aldehydes having unsaturation both at terminal and internal positions.