无溶剂和无催化剂条件下α-四酮和α-吲哚酮与2-（1h -吡咯-1-酰基）苯胺的Aza-Friedel-Crafts环化反应：直接获得螺喹诺啉骨架

IF 1.5 4区化学 Q3 CHEMISTRY, ORGANIC

Tetrahedron Letters Pub Date : 2025-07-27 DOI:10.1016/j.tetlet.2025.155764

Preethi N. Nair , Rahul Shingare , B.V. Subba Reddy

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引用次数: 0

摘要

在整洁的反应条件下，采用2-（1h -吡咯-1-基）苯胺与2,3-二氢1h -吡咯-1-基苯胺环缩合的方法合成了螺[1,4 ' -吡咯- 1,2- A]喹啉]支架。同样地，3,4-二氢萘-1（2H）在这些反应条件下产生相应的螺[萘-1,4 ' -吡咯[1,2-a]喹啉]衍生物。目前的方法促进了各种螺喹诺啉框架的生产，这些框架具有广泛的生物活性。整齐反应条件的利用凸显了其在绿色化学领域的重要意义。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Aza-Friedel-Crafts cyclization of α-tetralones and α-indanones with 2-(1H-pyrro-1-yl)anilines under solvent and catalyst-free conditions: Direct access to spiroquinoxaline frameworks

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Aza-Friedel-Crafts cyclization of α-tetralones and α-indanones with 2-(1H-pyrro-1-yl)anilines under solvent and catalyst-free conditions: Direct access to spiroquinoxaline frameworks

A novel solvent- and catalyst-free method has been developed for the synthesis of spiro[indene-1,4′-pyrrolo[1,2-a]quinoxaline] scaffolds by means of cyclocondensation of 2-(1H-pyrro-1-yl)anilines with 2,3-dihydro-1H-inden-1-ones under neat reaction conditions. Similarly, 3,4-dihydronaphthalen-1(2H)ones afford the corresponding spiro[naphthalene-1,4′-pyrrolo[1,2-a]quinoxaline] derivatives under these reaction conditions. The current methodology facilitates the production of a variety of spiroquinoxaline frameworks, which exhibit a wide range of biological activities. The utilization of neat reaction conditions underscores its significance in the realm of green chemistry.

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来源期刊

Tetrahedron Letters 化学-有机化学

CiteScore

3.50

自引率

5.60%

发文量

521

审稿时长

28 days

期刊介绍： Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.