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辅助串联催化交叉复分解-氧化:在一个烧瓶中,从苯乙烯到 1,2-二酮,再到喹喔啉。

Assisted tandem catalytic cross metathesis-oxidation: in one flask from styrenes to 1,2-diketones and further to quinoxalines.

机构信息

Universitaet Potsdam, Institut fuer Chemie (Organische Synthesechemie), Karl-Liebknecht-Strasse 24-25, D-14476 Potsdam-Golm, Germany.

出版信息

J Org Chem. 2013 Jun 7;78(11):5427-35. doi: 10.1021/jo4005684. Epub 2013 May 13.

Abstract

1,2-Diketones were synthesized from styrenes by combining a cross metathesis and a Ru-catalyzed alkene oxidation to an assisted tandem catalytic sequence. The synthesis relies on the use of just one metathesis precatalyst, which was in situ converted to the oxidation catalyst by addition of an alkyl hydroperoxide as a chemical trigger and oxidant. The one-flask sequence can be extended beyond 1,2-diketones to quinoxalines, by condensation of the oxidation products with ortho-phenylenediamine.

摘要

1,2-二酮类化合物可由苯乙烯通过交叉复分解反应和 Ru 催化的烯烃氧化反应,在辅助串联催化序列中合成。该合成方法依赖于仅使用一种复分解前催化剂,通过添加烷基过氧化物作为化学引发剂和氧化剂,将其原位转化为氧化催化剂。该一锅法反应可以通过氧化产物与邻苯二胺缩合,扩展到合成喹喔啉。

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