Divergent and Nucleophile-Assisted Rearrangement in the Construction of Pyrrolo[2,1-b][3]benzazepine and Pyrido[2,1-a]isoquinoline Scaffolds

被引：2

作者：

Obydennik, Arina Y. ^{[1
]}

Titov, Alexander A. ^{[1
]}

Listratova, Anna V. ^{[1
]}

Borisova, Tatiana N. ^{[1
]}

Sokolova, Irina L. ^{[1
]}

Rybakov, Victor B. ^{[2
]}

Van der Eycken, Erik V. ^{[1
,3
]}

Voskressensky, Leonid G. ^{[1
]}

Varlamov, Alexey V. ^{[1
]}

机构：

[1] RUDN Univ, Peoples Friendship Univ Russia, Sci Fac, Organ Chem Dept, 6 Miklukho Maklaya St, Moscow 117198, Russia

[2] Lomonosov Moscow State Univ, Dept Chem, Leninskie Gory 1-3, Moscow 119991, Russia

[3] Univ Leuven, Dept Chem, LOMAC, KU Leuven, Celestijnenlaan 200F, B-3001 Leuven, Belgium

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2024年 / 30卷 / 03期

基金：

俄罗斯科学基金会;

关键词：

pyrrolo[2,1-b][3]benzazepines; pyrido[2,1-a]isoquinolines; pyrrolo[2,1-a]isoquinolines; microwave irradiation; sigmatropic rearrangement; SYSTEMS;

D O I：

10.1002/chem.202302919

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Under microwave (MW) irradiation at 150 degree celsius in toluene and in the presence of nucleophiles (DMAP, triphenylphosphine and tetrahydrothiophene) 1-substituted 1-ethynyl-2-vinyldi- and tetrahydroisoquinolines undergo [3,3]-sigmatropic rearrangement providing pyrrolo[2,1-b][3]benzazepines in good yields. The replacement of toluene with acetonitrile directs the rearrangement towards the formation of 7,11b-dihydro-6H-pyrido[2,1-a]isoquinolines.

引用

页数：6

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