One-drop organocatalyzed multicomponent synthesis of pyrazolo[1,2-b]phthalazine-diones and pyrazolophthalazinyl quinolines

被引：5

作者：

Barge, Madhuri ^{[1
]}

Rashinkar, Gajanan ^{[2
]}

Kanase, Dhanaji ^{[3
]}

Mohite, Suhas ^{[4
]}

Lohar, Trushant ^{[3
]}

机构：

[1] Rayat Shikshan Sansthas Yashavantrao Chavan Inst, Satara 415004, MS, India

[2] Shivaji Univ, Dept Chem, Kolhapur 416004, Maharashtra, India

[3] Bharati Vidyapeeths Dr Patangrao Kadam Mahavidyal, Sangli 416416, MS, India

[4] Bharati Vidyapeeth Deemed Univ, Yashwantrao Mohite Coll Arts Sci & Commerce, Pune 411038, Maharashtra, India

来源：

RESEARCH ON CHEMICAL INTERMEDIATES | 2022年 / 48卷 / 12期

关键词：

Organocatalysts; Multicomponent reactions; 2-Chloro-3-quinolinecarboxaldeyde; Phthalhydrazides; Pyrazolo[1; 2-b]phthalazine-dione derivatives; N-METHYLIMIDAZOLE; GREEN SYNTHESIS; ONE-POT; DERIVATIVES; EFFICIENT; PHOSPHODIESTERASE; HYDROTROPE; CATALYST;

D O I：

10.1007/s11164-022-04848-w

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The catalytic potential of organocatalyst N-methylimidazole is explored in the multicomponent reactions of aromatic aldehydes, malononitrile and 2,3-dihydro-phthalazine-1,4-dione/5-amino-2,3-dihydro-phthalazine-1,4-dione for the synthesis of pyrazolo[1,2-b]phthalazine-diones in ethanol under reflux conditions. The protocol has been successfully extended for the synthesis of pyrazolophthalazinyl quinolines using one-pot three-component reactions of 2-chloro-3-formylquinoline, malononitrile/ethyl cyanoacetate and 2,3-dihydro-phthalazine-1,4-dione/5-nitro-2,3-dihydro-phthalazine-1,4-dione. The reported method describes a straightforward and highly efficient protocol with remarkable advantages, including wide substrate scope, ready availability, lower cost of catalyst, operational simplicity and good to high isolated yields along with in-flask catalyst recycling.

引用

页码：5045 / 5058

页数：14