Divergent Synthesis of Homoallylic and Allenic Sulfides, Selenides, and S,C-Sulfonium Ylides by Ruthenium Catalysis.

Zhiyue He, Li Wu, Yanli Ma, Liting Wen, Xueqing Liu, Wenqian Ding, Wanqi Hu, Xiaowei Wu

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Article in Precision chemistry, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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8 authors.

Zhiyue HeDrug Discovery and Development Center, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.

Li WuZhongshan Institute for Drug Discovery, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zhongshan 528400, China.

Yanli MaZhongshan Institute for Drug Discovery, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zhongshan 528400, China.

Liting WenZhongshan Institute for Drug Discovery, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zhongshan 528400, China.

Xueqing LiuZhongshan Institute for Drug Discovery, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zhongshan 528400, China.

Wenqian DingZhongshan Institute for Drug Discovery, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zhongshan 528400, China.

Wanqi HuZhongshan Institute for Drug Discovery, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zhongshan 528400, China.

Xiaowei WuDrug Discovery and Development Center, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.ORCID https://orcid.org/0000-0001-7248-9149

Funding

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6 · The paper itself

Abstract

Compounds bearing benzothiophene and thioether motifs have attracted broad interest because of their prevalence across natural products, advanced materials, agrochemicals, and therapeutic agents. Importantly, many marketed drugs incorporate C-S linkages, underscoring the ongoing need for streamlined methods to construct sulfur-containing molecules. We herein report ruthenium-catalyzed divergent synthesis of homoallylic and allenic sulfides, selenides, and S,C-sulfonium ylides from iodonium ylides. This work features a ruthenium-catalyzed Doyle-Kirmse-type reaction of iodonium ylides, followed by a rare decarbonylation to deliver homoallylic and allenic sulfides/selenides. The method operates under mild conditions with broad substrate scope and good functional group tolerance, while extending the Doyle-Kirmse reaction beyond diazo compounds by employing stable, nonexplosive iodonium ylides. Furthermore, we also describe a ruthenium-catalyzed transylidation strategy that couples

Indexed as

[2,3]-sigmatropic rearrangementdecarbonylationhypervalent iodine reagentsruthenium catalysissulfonium ylides

Identifiers

PMID41890406

DOI10.1021/prechem.5c00098

PMCPMC13014341

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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.