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Friedlnder反应是合成具有生物活性、光电活性的喹啉衍生物的重要方法.其典型转化之一——邻氨基芳香腈与羰基化合物的Friedlnder缩合在得到经典的转化产物的同时可以得到新骨架产物,这种新转化自本课题组报道以来已受到国内外学者的诸多关注,但该转化的新产物骨架结构尚存争议.本综述概括了该新转化自发现以来国内外的研究进展,从13C NMR,FT-IR,X射线单晶衍射数据等明确了新转化反应得到的产物骨架为喹唑啉酮结构.完整地提出了该类Friedlnder分岔反应的转化机理:经由分子内的Pinner反应到Dimroth重排的过程存在于邻氨基芳香腈和酮的经典Friedlnder反应中(PDF反应).
The Friedlnder reaction is an important method for the synthesis of biologically active, optically active quinoline derivatives. One of its typical transformations, Friedlnder condensation of o-aminonitrobenzene with carbonyl compounds, yields the classical conversion product This new transformation has received much attention from domestic and foreign scholars since the report of this group, but the skeleton structure of this new product is still controversial. This review summarizes the recent advances in this new transformation since its discovery The structure of quinazolinone was confirmed by 13C NMR, FT-IR and single crystal diffraction data of X-ray. The conversion mechanism of Friedlnder bifurcation was put forward completely: The internal Pinner reaction to Dimroth rearrangement occurs in the classical Friedlnder reaction of ortho-amino nitriles and ketones (PDF reaction).