dbus介导的吲哚-3/2-酮和乙烯磺酰氟的[3+3]环化：吲哚-熔融δ-硫酮的研究

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-04-09 DOI:10.1021/acs.joc.5c0008810.1021/acs.joc.5c00088

Lin Chen, Mei-Ling Tang, Yu-Jiao He, Wei Huang*, Ting Peng, Jun Xie, Jiang-Hong Li, Zhuo-Zhuo Zhang* and Jun-Long Li*,

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引用次数: 0

摘要

通过dbus介导的吲哚-3/2-酮和β-（杂）芳基磺酰氟化合物的[3+3]环化反应，建立了一种通用而高效的合成各种吲哚-融合δ-磺酮的方法。值得注意的是，该反应显示出广泛的底物范围，并在高达99%的分离收率中展示了70多个例子。此外，部分合成的化合物在体外对HepG2和Caco-2细胞表现出明显的抗肿瘤活性，这可能为未来新型抗肿瘤药物的发现和合理设计提供有希望的见解。

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DBU-Mediated [3+3] Annulation of Indolin-3/2-ones and Ethenesulfonyl Fluorides: An Approach to Indole-Fused δ-Sultones

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DBU-Mediated [3+3] Annulation of Indolin-3/2-ones and Ethenesulfonyl Fluorides: An Approach to Indole-Fused δ-Sultones

A general and efficient approach to the synthesis of various indole-fused δ-sultones has been developed via DBU-mediated [3+3] cyclizations of indolin-3/2-ones and β-(hetero)arylethenesulfonyl fluorides. Notably, the reaction shows a broad substrate scope, and over 70 examples were exhibited in up to 99% isolated yield. In addition, some of the synthesized compounds showed significant antitumor activity against HepG2 and Caco-2 cells in vitro, which might provide promising insights for the future discovery and rational design of novel antitumor agents.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.