Tetrahedron

Oxidation of hydrazones by hypervalent organoiodine reagents: Regeneration of the carbonyl group and facile syntheses of α-acetoxy and α-alkoxy azo compounds

DHR Barton, JC Jaszberenyi, W Liu, T Shinada

文献索引：Barton, Derek H. R.; Jaszberenyi, Joseph Cs.; Liu, Wansheng; Shinada, Tetsuro Tetrahedron, 1996 , vol. 52, # 47 p. 14673 - 14688

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被引用次数: 43

摘要

Various hydrazone derivatives of α-keto esters were prepared. The carbonyl group was readily regenerated in high yield from phenylhydrazones through oxidative hydrolysis using hypervalent organoiodine (III) reagents—either bis (trifluoroacetoxy)-iodobenzene (BTIB) in aqueous acetonitrile or hydroxy (tosyloxy) iodobenzene (HTIB) in chloroform. α-Acetoxy phenyl-or methylazo compounds were readily synthesized by oxidation of the ...