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，是合成有机化学中极为有用的合成中间体。从容易获得的化合物中直接合成这些化合物的方法在合成有机化学上很有趣。我们发现酮和腈的β位置的亚甲基通过钯催化的饱和羰基衍生物（如酮和腈）的氧化胺化反应被氧化成羰基，然后用盐酸一锅水解。顺序反应采用一锅法进行。因此，从简单的烷基酮或饱和腈中可以很容易地得到多种1,3-二酮和-氰醛。

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.