Synthesis of Formylphenyl 1-Oxo-1,2,3,6,7,7a-hexahydro-3a,6-epoxyisoindole-7-carboxylates and Their (E)-1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-yliminomethyl Derivatives

E. A. Dikusar; Дикусар Евгений Анатольевич; E. A. Akishina; Акишина Екатерина Александровна; N. A. Zhukovskaya; Жуковская Нелия Александровна; I. A. Kolesnik; Колесник Ирина Андреевна; E. N. Margun; Маргун Екатерина Николаевна; S. S. Kovalskaya; Ковальская Светлана Степановна; K. A. Alekseeva; Алексеева Ксения Александровна; N. A. Logvinenko; Логвиненко Никита Александорович; D. I. Menshikova; Меньшикова Дарья Игоревна; M. S. Grigoriev; Григорьев Михаил Семёнович; V. I. Potkin; Поткин Владимир Иванович

doi:10.31857/S0044460X24070016

Synthesis of Formylphenyl 1-Oxo-1,2,3,6,7,7a-hexahydro-3a,6-epoxyisoindole-7-carboxylates and Their (E)-1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-yliminomethyl Derivatives

作者: Dikusar E.A.¹, Akishina E.A.¹, Zhukovskaya N.A.¹, Kolesnik I.A.¹, Margun E.N.¹, Kovalskaya S.S.¹, Alekseeva K.A.², Logvinenko N.A.², Menshikova D.I.², Grigoriev M.S.³, Potkin V.I.¹
隶属关系:
1. Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus
2. RUDN University
3. Frumkin Institute of Physical Chemistry and Electrochemistry of the Russian Academy of Sciences
期: 卷 94, 编号 7 (2024)
页面: 786-804
栏目: Articles
URL: https://rjpbr.com/0044-460X/article/view/667358
DOI: https://doi.org/10.31857/S0044460X24070016
EDN: https://elibrary.ru/SMHSLM
ID: 667358

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Formylphenyloxohydroepoxyisoindole carboxylates were prepared by the reaction of 4-hydroxy-3-methoxy-, 4-hydroxy-3-ethoxy- and 3-hydroxy-4-methoxybenzaldehydes with substituted isoindolecarboxylic acids {2-methyl-1-oxo-1,2,3,6,7,7a-hexahydro-3a,6-epoxyisoindole-7-carboxylic, 2-(3,4-dimethoxyphenethyl)1-oxo-1,2,3,6,7,7a-hexahydro-3a,6-epoxyisoindole-7-carboxylic, 2-(benzo[d][1,3]dioxol-5-ylmethyl)-1-oxo1,2,3,6,7,7a-hexahydro-3a,6-epoxyisoindole-7-carboxylic, 6-oxo-3,4,6,6a,7,8-hexahydro-2H,10bH-8,10a-epoxy[1,3]oxazino[2,3-a]isoindole-7-carboxylic, 2-(2,3-dichlorobenzyl)-1-oxo-1,2,3,6,7,7a-hexahydro-3a,6-epoxyisoindole-7-carboxylic} in dichloromethane in the presence of dicyclohexylcarbodiimide. The corresponding (E)-azomethines were synthesized by condensation of formylphenyloxohydroepoxyisoindole carboxylates with 4-amino-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one in methanol.

关键词

isoindole, 4-aminoantipyrine, vanillin, vanilla, isovanillin, esters, azomethines, drugs

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