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N-Heterocyclic carbene catalyzed tail-to-tail oligomerization of N,N-dimethylacrylamide (DMAA) and the search for the Stetter reaction of DMAA with benzaldehyde
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2015-11-03 09:09:51
Oue-artorn Rajachan, Mathias Paul, Veera Reddy Yatham, Jörg-M. Neudörfl, Kwanjai Kanokmedhakul, Somdej Kanokmedhakul, Albrecht Berkessel

The tail-to-tail oligomerization of N,N-dimethylacrylamide catalyzed by N-heterocyclic carbenes (NHCs) was investigated, giving the dimerization and trimerization products in a moderate combined yield. Reaction intermediates involved in the new oligomerization have been observed by NMR and ESI-MS. We showed the first NHC-catalyzed cross coupling of methyl methacrylate and N,N-dimethylacrylamide, and the reaction of benzaldehyde/benzoin with N,N-dimethylacrylamide.

中文翻译:

N-杂环卡宾催化N,N-二甲基丙烯酰胺(DMAA)的尾到尾低聚反应以及DMAA与苯甲醛的Stetter反应的研究

研究了N-杂环卡宾(NHCs)催化的N,N-二甲基丙烯酰胺的尾到尾低聚,以适中的合并收率得到了二聚和三聚产物。通过NMR和ESI-MS已经观察到涉及新的低聚的反应中间体。我们展示了甲基丙烯酸甲酯和N,N-二甲基丙烯酰胺的第一个NHC催化交叉偶联,以及苯甲醛/安息香与N,N-二甲基丙烯酰胺的反应。
更新日期:2015-11-04
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