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Nucleophilic Addition of Oxindole to Pyrroloquinoxalinetriones
Russian Journal of Organic Chemistry ( IF 0.8 ) Pub Date : 2020-05-26 , DOI: 10.1134/s1070428020040247
P. A. Topanov , I. V. Mashevskaya , M. V. Dmitriev , A. N. Maslivets

Abstract

3-Aroyl-5-phenylpyrrolo[1,2-a]quinoxaline-1,2,4(5H)-triones reacted with 2-oxindole to give products of addition of the C3H group of the enol form of 2-oxindole to the C3a carbon atom of pyrroloquinoxalinetrione, 3-aroyl-2-hydroxy-3a-(2-oxo-2,3-dihydro-1H-indol-3-yl)-5-phenylpyrrolo[1,2-a]quinoxaline-1,4(3aH,5H)-diones. The synthesized compounds are interesting from the viewpoint of medicinal chemistry. The described reaction is characterized by mild conditions and high yields, it requires neither catalyst nor other additives, and the products are isolated without resorting to column chromatography.


中文翻译:

吡咯并喹喔啉三酮的羟吲哚亲核加成反应

摘要

3-Aroyl-5-phenylpyrrolo [1,2- a ] quinoxaline-1,2,4(5 H)-triones与2-oxindole反应,生成2-烯醇式的C 3 H基团的加成产物氧吲哚到吡咯并喹喔啉三酮的C 3a碳原子上,3-芳基-2-羟基-3a-(2-氧代-2,3-二氢-1 H-吲哚-3-基)-5-苯基吡咯并[1,2- a ]喹喔啉-1,4(3a H,5 H)-二酮。从药物化学的观点来看,合成的化合物是令人感兴趣的。所描述的反应的特征在于温和的条件和高收率,它既不需要催化剂也不需要其他添加剂,并且无需借助柱色谱就可以分离出产物。
更新日期:2020-05-26
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