A Palladium-Catalyzed Cascade Double Annulation Strategy for Modular Access to Dihydrocyclopenta[b]chromenes

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-07-28 DOI:10.1021/acs.orglett.5c01856

Yanan Liu, Pui Ying Choy, Qiang Tang, Mengdi Wu, Yangzilin Kong, Yongjia Shang*, Fuk Yee Kwong* and Xinwei He*,

引用次数: 0

Abstract

The cyclopentachromene skeleton is a key structural motif in pharmaceutical and fluorescent materials. We here introduce a Pd-promoted double ring-closure strategy for tackling the modular synthesis of densely functionalized dihydrocyclopenta[b]chromenes, which proceeds simply from two reaction partners with high diversity. This scheme features a reaction sequence beginning with 1,6-conjugate addition of ortho-alkynyl quinone methide, followed by annulation and migratory insertion. This approach is compatible with functional groups, providing a streamlined pathway to access complex five-membered ring-fused chromenes.

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钯催化级联双环法制备二氢环五[b]铬。

环五烯骨架是药物和荧光材料中的关键结构基序。本文介绍了一种pd促进的双环闭合策略，用于解决密集功能化二氢环五[b]铬的模块化合成，该合成仅由两个具有高多样性的反应伙伴进行。该方案的反应顺序从1,6-共轭加成对邻炔基醌甲醚开始，然后是环化和迁移插入。这种方法与官能团兼容，提供了一个流线型的途径来获得复杂的五元环融合铬。

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

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.