The Development of Methylene Oxidation at the beta-Position in the Alkyl Chain having Electron-Withdrawing Group

1，3-二酮和酮酯又称活性亚甲基化合物或活性甲烷化合物，是有机合成中非常有用的中间体。 从易得的化合物直接合成这些化合物的方法是有机合成化学的一个热点。 我们发现，在β位的酮和腈的亚甲基氧化成羰基的饱和羰基衍生物，如酮和腈的钯催化氧化胺化，然后用盐酸一锅水解。 顺序反应以一锅法进行。因此，从简单的烷基酮或饱和腈可以容易地得到各种1，3-二酮和β-氰基醛。

1,3-Diketones and ketoesters, called as active methylene compounds or active methane compounds, are extremely useful synthetic intermediate in synthetic organic chemistry. The straightforward synthetic method of these compounds from easily available compounds is interesting on synthetic organic chemistry. We found that the methylene group at the beta position of ketones and nitriles are oxidized into carbonyl by palladium-catalyzed oxidative amination of saturated carbonyl derivatives, such as ketones and nitriles, followed by one-pot hydrolysis with hydrochloric acid. The sequential reaction was conducted as one-pot process. Thus, a variety of 1,3-diketones and beta-cyanoaldehyde can be easily obtained from simple alkyl ketones or saturated nitriles.