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达尼谢夫斯基双烯与亚胺的无酸氮杂狄尔斯-阿尔德反应。

Acid-free aza Diels-Alder reaction of Danishefsky's diene with imines.

作者信息

Yuan Yu, Li Xin, Ding Kuiling

机构信息

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, P R China.

出版信息

Org Lett. 2002 Sep 19;4(19):3309-11. doi: 10.1021/ol0265822.

Abstract

[reaction: see text] A highly efficient aza Diels-Alder reaction of Danishefsky's diene with imines was found to occur in methanol in the absence of any acids at room temperature to give corresponding 2-substituted dihydro-4-pyridone derivatives in high yields. This reaction can be also carried out in a three-component one-pot reaction manner. The reaction was found to proceed through a Mannich-type condensation mechanism.

摘要

[反应:见正文] 发现Danishefsky双烯与亚胺的高效氮杂Diels-Alder反应在室温下于甲醇中在无任何酸的情况下发生,以高产率得到相应的2-取代二氢-4-吡啶酮衍生物。该反应也可以以三组分一锅法反应的方式进行。发现该反应通过曼尼希型缩合机理进行。

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