Catalytic C–H Functionalization Methods Peer reviewed

Pd-Catalyzed Vinylic C–H Funtionalization for the Synthesis of 1,4-Disilylated 1,3-Dienes

Xiaoyu Qiu, Dongsheng Yi, Xiang Zuo, Qiongqiong Zhu and 1 more

Organic Letters | Jun 3, 2026

Abstract

Abstract

A palladium-catalyzed C–H silylation reaction of alkenyl triflates has been developed, employing a norbornene analogue as a relay for C–H activation. The reaction forms C(vinyl), C(alkyl)-palladacycles as the key intermediates via norbornene analogue-relayed C–H activation. These palladacycles subsequently react with a disilane to form disilylated intermediates, which undergo a retro-Diels–Alder reaction to deliver the final products. This method offers an efficient route to Z,Z-1,4-disilylated 1,3-dienes.

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Authors

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Xiaoyu Qiu

first | Tongji University | ORCID 0000-0001-7952-3346

Dongsheng Yi

middle | Tongji University

Xiang Zuo

middle | Tongji University

Qiongqiong Zhu

middle | Tongji University

Yu Zhang

last | Tongji University | ORCID 0000-0002-2358-0904

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Citation

BibTeX

@article{Qiu2026Catalyzed,
  title = {Pd-Catalyzed Vinylic C–H Funtionalization for the Synthesis of 1,4-Disilylated 1,3-Dienes},
  author = {Xiaoyu Qiu and Dongsheng Yi and Xiang Zuo and Qiongqiong Zhu and Yu Zhang},
  journal = {Organic Letters},
  year = {2026},
  doi = {10.1021/acs.orglett.6c01878},
  url = {https://doi.org/10.1021/acs.orglett.6c01878}
}

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