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易于获得新的杂环体系:1,4-恶嗪及取代的1,4-恶嗪。

Easy access to new heterocyclic systems: 1,4-oxazine and substituted 1,4-oxazines.

作者信息

Claveau Elise, Gillaizeau Isabelle, Blu Jérome, Bruel Amélie, Coudert Gérard

机构信息

ICOA, UMR 6005, Université d'Orléans, BP 6759, 45067 Orléans cedex 2, France.

出版信息

J Org Chem. 2007 Jun 22;72(13):4832-6. doi: 10.1021/jo070528n. Epub 2007 May 17.

DOI:10.1021/jo070528n
PMID:17506583
Abstract

In the course of our investigations on the synthesis of new nitrogen heterocyclic derivatives, we were interested in the synthesis and study of new 1,4-oxazine rings. To this aim, the desired bisvinylphosphate was prepared from N-Boc morpholine-3,5-dione and was then engaged in palladium-catalyzed reactions (reduction, Suzuki, and Stille cross-coupling reactions). The 1,4-oxazine and its corresponding 3,5-disubstituted derivatives were obtained in fair to good yields and were then functionalized under anionic conditions.

摘要

在我们对新型氮杂环衍生物合成的研究过程中,我们对新型1,4-恶嗪环的合成及研究感兴趣。为此,由N-Boc吗啉-3,5-二酮制备了所需的双乙烯基磷酸酯,然后将其用于钯催化反应(还原反应、铃木反应和施蒂勒交叉偶联反应)。以良好至优异的产率得到了1,4-恶嗪及其相应的3,5-二取代衍生物,然后在阴离子条件下进行官能化。

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