发明名称 |
Process for the synthesis of ketones from internal alkenes |
摘要 |
The present invention is directed to methods for oxidizing internal olefins to ketones. In various embodiments, each method comprising contacting an organic substrate, having an initial internal olefin, with a mixture of (a) a biscationic palladium salt; and (b) an oxidizing agent; dissolved or dispersed in a solvent system to form a reaction mixture, said solvent system comprising at least one C2-6 carbon nitrile and optionally at least one secondary alkyl amide, said method conducted under conditions sufficient to convert at least 50 mol % of the initial internal olefin to a ketone, said ketone positioned on a carbon of the initial internal olefin. The transformation occurs at room temperature and shows wide substrate scope. Applications to the oxidation of seed oil derivatives and a bioactive natural product are described. |
申请公布号 |
US9096519(B2) |
申请公布日期 |
2015.08.04 |
申请号 |
US201414149924 |
申请日期 |
2014.01.08 |
申请人 |
California Institute of Technology |
发明人 |
Morandi Bill;Grubbs Robert H.;Wickens Zachary K.;Lerch Michael M. |
分类号 |
C07C303/30;C07C303/40;C07D209/48;C07C45/28;C07C67/29;C07C201/12;C07C231/12;C07C247/04;C07C67/313;C07C51/373;C07B41/06 |
主分类号 |
C07C303/30 |
代理机构 |
Baker & Hostetler LLP |
代理人 |
Baker & Hostetler LLP |
主权项 |
1. A method comprising contacting an organic substrate, having an initial internal olefin, with a mixture of
(a) a biscationic palladium salt; and (b) an oxidizing agent;dissolved or dispersed in a solvent system to form a reaction mixture, said solvent system comprising at least one C2-6 carbon nitrile and optionally at least one secondary alkyl amide, said method conducted under conditions sufficient to convert at least 50 mol % of the initial internal olefin to a ketone, said ketone positioned on a carbon of the initial internal olefin. |
地址 |
Pasadena CA US |