Palladium-Catalyzed Endocyclic Bond Cleavage of Thioxanthene-derived Sulfonium Salts

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2025-09-24 DOI:10.1039/d5qo00862j

yazhou lou, Chengfei Fu, Xing Chen, Junjie Zhao, Linglong Wan, Zhaoyu Sun, Xinhua Liu

引用次数: 0

Abstract

The breaking of endocyclic S-aryl bond of strainless thioxanthene derivatives by transition metal-catalyzed ring-opening reactions are still underdeveloped. Herein, we presented the synthesis of unsymmetric triarylmethanes by desymmetric ring-opening reactions of strainless thioxanthene sulfonium salts with palladium-catalysis. The reaction exhibited broad substrate scopes, high efficiency and excellent chemoselectivity. Gram-scale experiments and asymmetric attempt for enantioselective and endocyclic bond-breaking reaction of the six-membered diarylthiolium salts was also investigated. Meanwhile, compound 3p showed comparatively good inhibition activities on NO generation in RAW264.7 cells through anti-inflammatory examination

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钯催化的硫代蒽基磺酸盐的内环键断裂

过渡金属催化的开环反应对无应变噻吩衍生物内环s -芳基键断裂的研究尚不成熟。本文以无应变噻吩磺酸盐为原料，在钯的催化下，采用不对称开环反应合成了不对称三芳基甲烷。该反应具有底物范围广、效率高、化学选择性好的特点。研究了六元二芳基硫鎓盐的对映选择性和内环断键反应的克尺度实验和不对称尝试。同时，通过抗炎检查，化合物3p对RAW264.7细胞NO生成有较好的抑制作用

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 Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.