2013 Fiscal Year Final Research Report

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

Research Project

Project/Area Number	23750043
Research Category	Grant-in-Aid for Young Scientists (B)
Allocation Type	Multi-year Fund
Research Field	Organic chemistry
Research Institution	Kyushu University
Principal Investigator	UENO SATOSHI 九州大学, 理学(系)研究科(研究院), 助教 (50514139)
Project Period (FY)	2011 – 2013
Keywords	遷移金属触媒 / パラジウム / ケトン / 活性メチレン / 1,3-ジケトン
Research Abstract	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.

(4 results)