SYNTHESIS OF PYRAZOLO[4,3-c]QUINOLINES AND THE C-C BOND CLEAVAGE DURING REDUCTIVE CYCLIZATION

被引：3

作者：

Devi, Nisha ^{[1
]}

Gupta, Antriksh ^{[1
]}

Gujjarappa, Raghuram ^{[2
]}

Malakar, Chandi C. ^{[2
]}

Singh, Virender ^{[1
,3
]}

机构：

[1] Dr BR Ambedkar Natl Inst Technol, Dept Chem & Biotechnol, Jalandhar 14401, Punjab, India

[2] Natl Inst Technol Manipur, Dept Chem, Imphal 795004, Manipur, India

[3] Cent Univ Punjab, Dept Chem, Bathinda 151001, Punjab, India

来源：

HETEROCYCLES | 2021年 / 102卷 / 04期

关键词：

BENZODIAZEPINE-RECEPTOR LIGANDS; BAYLIS-HILLMAN ADDUCTS; PYRAZOLE DERIVATIVES; BIOLOGICAL EVALUATION; RECENT PROGRESS; POTENT; ANTIMALARIAL; QUINOLINES; ANTIBACTERIAL; ACTIVATION;

D O I：

10.3987/COM-20-14403

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient synthesis of o-nitrophenyl tethered pyrazole-4-carbaldehydes was achieved via Vilsmeier-Haack formylation of hydrazone derivatives which were subjected to Claisen-Schmidt condensation and Morita-Baylis-Hillman (MBH) reaction with various methyl ketones and activated alkenes respectively to generate the corresponding chalcones and MBH adducts. However, successive Fe-mediated reductive cyclization was followed by an unusual C-C bond cleavage which afforded the pyrazolo[4,3-c]quinolines devoid of diverse substituents at C-4 position.

引用

页码：705 / 722

页数：18

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