Divergent Synthesis of Dihydrofuran and Dienol Scaffolds via Pd-Catalyzed Decarboxylative Carbene Cross-Coupling

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-04-24 DOI:10.1021/acs.orglett.5c01198

Xiaolong Ma, Erfei Miao, Yili Sun, Longkang Sun, Chaoying Huang, Xun Zhang, Ke-Qiang Hou, Zhongliang Xu, Yi Zang, Tongyu Bi, Weibo Yang

引用次数: 0

Abstract

Herein, we report a novel ligand-switchable Pd-catalyzed carbene coupling reaction employing vinylethylene carbonates and sulfoxonium ylides. By proper choice of ligands, the chemoselectivity of the process could be efficiently regulated, allowing for the availability of dihydrofuran or dienol scaffolds. This method features mild reaction conditions, broad scope, and remarkable synthetic utility. Compound 6f can effectively stimulate the secretion of GLP-1, providing promising insight into the development of small-molecule agonists for the GLP-1 receptor.

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pd催化脱羧羰基交叉偶联合成二氢呋喃和二烯醇支架

在此，我们报告了一种新的配体可切换的pd催化羰基乙烯酯和亚砜酰亚砜的羰基偶联反应。通过适当选择配体，可以有效地调节该过程的化学选择性，从而允许二氢呋喃或二烯醇支架的可用性。该方法反应条件温和，适用范围广，具有显著的合成实用性。化合物6f能有效刺激GLP-1的分泌，为GLP-1受体小分子激动剂的开发提供了新的思路。

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.