Pd/Ag-Cocatalyzed Merging Intramolecular Oxidative Coupling and Cascade [4 + 2] Cycloaddition: Synthesis and Photophysical Properties of Novel Polycyclic -Heterocycles Fused Naphthoquinones

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2024 Dec 17

PMID 39683797

Authors

Yu Dong

Lin Chen

Han-Qing Wu

Li Xie

Jing-Hao Yu

Fan Yang

Yu-Ting Wang

Yu-Rong Liu

Guo-Wei Deng

Zhi-Fan Wang

Affiliations

Soon will be listed here.

Abstract

We report a step-economic strategy for the direct synthesis of novel polycyclic -heterocycle-fused naphthoquinones by merging intramolecular oxidative coupling and cascade [4 + 2] cycloaddition. In the protocol, mechanistic investigations suggest that the cascade reaction involves the intermediate spiro polycyclic -heterocycles and [4 + 2] cycloaddition processes. This protocol is featured with moderate to excellent yields, wide substrate scope, and divergent structures of products. In addition, the photophysical properties of the synthesized products were evaluated. These products exhibit interesting fluorescence properties, and surprisingly, the compounds have the ability to selectively recognize trifluoroacetic acid.

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