Base‐Assisted Orthogonal Synthesis of 4‐Arylisoquinolinediones and Azanaphthoquinones from 2‐Alkynylarylnitriles via Photoactivation by Pyrylium Salt in Visible Light

IF 4 2区化学 Q2 CHEMISTRY, APPLIED

Advanced Synthesis & Catalysis Pub Date : 2025-09-29 DOI:10.1002/adsc.70062

Shruti Rajput , Nidhi Jain

引用次数: 0

Abstract

A metal‐free, photooxidative activation of 2‐alkynylarylnitriles in presence of pyrylium salt as a photocatalyst is reported. The 1,2‐diketone intermediate generated in visible light demonstrates base‐assisted orthogonality toward cyclization, furnishing 4‐aryl‐4‐hydroxyisoquinoline‐1,3‐(2H,4H)‐dione and 3‐aryl‐3‐hydroxy‐2,3‐dihydroazanaphthoquinone derivatives. The reaction has a wide substrate scope, good functional group tolerance, uses an organic photocatalyst, and takes place at room temperature. Preliminary biological screening of synthesized molecules reveals their potential as anticancer agents.

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可见光下吡啶盐光活化2 -炔芳基腈基碱辅助正交合成4 -芳基异喹啉二酮和氮杂醌

报道了一种以吡啶盐为光催化剂的2 -炔芳基腈基无金属光氧化活化反应。在可见光下生成的1,2 -二酮中间体显示出碱辅助环化的正交性，提供4 -芳基- 4 -羟基异喹啉- 1,3 - (2H,4H) -二酮和3 -芳基- 3 -羟基- 2,3 -二氢氮杂醌衍生物。该反应的底物范围广，官能团耐受性好，使用有机光催化剂，在室温下进行。合成分子的初步生物学筛选揭示了它们作为抗癌剂的潜力。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Advanced Synthesis & Catalysis 化学-应用化学

CiteScore

9.40

自引率

7.40%

发文量

447

审稿时长

1.8 months

期刊介绍： Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry. The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.