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Synthesis and Properties of Enamino Keto Amides of the 2,2-Dimethyl-2,3-dihydrobenzo[f]isoquinoline Series
Russian Journal of Organic Chemistry ( IF 0.8 ) Pub Date : 2023-10-10 , DOI: 10.1134/s1070428023070084
A. G. Mikhailovskii , D. A. Peretyagin

Abstract

6,6-Dimethyl-5,6-dihydrobenzo[f]pyrrolo[2,1-a]isoquinoline-8,9-dione and its 1-(morpholine-4-carbonyl)-substituted analog reacted with ammonia, morpholine, aniline, and naphthalen-1-amine via opening of the dioxopyrrole ring to produce enamino keto amides. The reaction conditions depended on the nucleophile nature. Ammonia and morpholine readily reacted at 20°C, whereas the reaction with aromatic amines required heating in boiling glacial acetic acid.



中文翻译:

2,2-二甲基-2,3-二氢苯并[f]异喹啉系列烯胺酮酰胺的合成及性能

摘要

6,6-二甲基-5,6-二氢苯并[ f ]吡咯并[2,1- a ]异喹啉-8,9-二酮及其1-(吗啉-4-羰基)-取代类似物与氨、吗啉、苯胺反应和萘-1-胺通过打开二氧代吡咯环生成烯氨基酮酰胺。反应条件取决于亲核试剂的性质。氨和吗啉在20℃下很容易发生反应,而与芳香胺的反应需要在沸腾的冰醋酸中加热。

更新日期:2023-10-11
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