Synthesis of Spiro[pyrrole-3,2'-pyrrolo[2,1-b]oxazoles] via 1,3-Dipolar Cycloaddition of 1H-Pyrrole-2,3-diones to Azomethine Ylides

被引：0

作者：

Moroz, A. A. ^{[1
]}

Dmitriev, M. V. ^{[1
]}

Maslivets, A. N. ^{[1
]}

机构：

[1] Perm State Univ, Perm 614068, Russia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 59卷 / 11期

基金：

俄罗斯基础研究基金会;

关键词：

polycarbonyl compounds; 1H-pyrrole-2,3-diones; dioxoheterocycles; dipolar cycloaddition; 1,3-dipoles; azomethine ylides; oxazolidines;

D O I：

10.1134/S1070428023110040

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The 1,3-dipolar cycloaddition of 1H-pyrrole-2,3-diones to azomethine ylides generated in situ by the condensation of L-proline and arylcarbaldehydes proceeds regio- and diastereoselectively to form substituted ethyl 1,2,5',6',7',7a'-hexahydro-3'H-spiro[pyrrole-3,2'-pyrrolo[2,1-b]oxazole]-4-carboxylates. The structure of the synthesized ethyl (3R*,3'R*,7a'S*)-3'-(4-bromophenyl)-2-oxo-1,5-diphenyl-1,2,5',6',7',7a'-hexahydro-3'H-spiro[pyrrole-3,2'-pyrrolo[2,1-b]oxazole]-4-carboxylate was confirmed by single crystal X-ray analysis.

引用

页码：1867 / 1873

页数：7

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