An expedient microwave assisted regio-and stereoselective synthesis of spiroquinoxaline pyrrolizine derivatives and their AChE inhibitory activity

被引：57

作者：

Akondi, Adinarayana Murthy ^{[1
]}

Mekala, Sowmya ^{[2
,3
]}

Kantam, Mannepalli Lakshmi ^{[1
,4
]}

Trivedi, Rajiv ^{[1
]}

Chowhan, L. Raju ^{[5
]}

Das, Amitava ^{[2
,3
]}

机构：

[1] Indian Inst Chem Technol, CSIR, Inorgan & Phys Chem Div, Hyderabad 500007, Andhra Pradesh, India

[2] Indian Inst Chem Technol, CSIR, Ctr Chem Biol, Hyderabad 500007, Andhra Pradesh, India

[3] Acad Sci & Innovat Res AcSIR, 2 Rafi Marg, New Delhi 110001, India

[4] Inst Chem Technol, Bombay 400019, Maharashtra, India

[5] Cent Univ Gujarat, Sch Chem Sci, Gandhinagar 382030, India

来源：

NEW JOURNAL OF CHEMISTRY | 2017年 / 41卷 / 02期

关键词：

ONE-POT SYNTHESIS; 1,3-DIPOLAR CYCLOADDITION; MULTICOMPONENT REACTIONS; 3-COMPONENT REACTION; AZOMETHINE YLIDES; AMINO-ACIDS; CONSTRUCTION; REACTIVITY; ALKALOIDS; NINHYDRIN;

D O I：

10.1039/c6nj02869a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In this study, we report an efficient four-component cascade protocol to afford spiro indeno[1,2-b] quinoxaline113'-pyrrolizines via the condensation of ninhydrin, phenylenediamine, proline, and nitrostyrene derivatives under microwave irradiation and classical conditions. The 1,3-dipolar cycloaddition reaction was found to proceed in a highly regio-and stereoselective manner. This methodology exemplifies the green chemistry protocol for the preparation of spiro-pyrrolizines. In addition, all the synthesized compounds were screened for AChE inhibitory activity and 6 out of 21 compounds depicted significant activity in the low micromolar IC50 range.

引用

页码：873 / 878

页数：6

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