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A formal aza-Michael addition and [4+3] annulation reactions of dichloro-substituted haloamides with N-(2-chloromethyl)aryl) amides
Tetrahedron Letters ( IF 1.8 ) Pub Date : 2020-07-17 , DOI: 10.1016/j.tetlet.2020.152225
Shihe Hu , Jian Zhang , Qiaomei Jin

A formal aza-Michael addition and [4+3] annulation reactions of dichloro-substituted haloamides with N-(2-chloromethyl)aryl) amides have been reported in this paper. The use of Cs2CO3 as a base exclusively gave the corresponding addition products in good yields, which can be smoothly transformed into the formal [4+3] annulation products if using NaH as a base. The intriguing features of the aza-Michael addition/intramolecular SN2 domino reaction include their mild nature of the reaction conditions and easy handling for scalable synthesis.



中文翻译:

二氯取代的卤代酰胺与N-(2-氯甲基)芳基)酰胺的正式氮杂-迈克尔加成反应和[4 + 3]环化反应

本文已经报道了正式的氮杂-迈克尔加成反应和二氯取代的卤代酰胺与N-(2-氯甲基)芳基)酰胺的[4 + 3]环化反应。以Cs 2 CO 3为碱,仅以高收率获得了相应的加成产物,如果以NaH为碱,则可以平滑地转化为正式的[4 + 3]环化产物。氮杂-迈克尔加成/分子内S N 2多米诺反应的吸引人的特征包括反应条件的温和性质和易于处理的可扩展合成。

更新日期:2020-08-06
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