Palladium-Catalyzed Hiyama Cross-Coupling of Arylsulfonium Salts via C–S Bond Cleavage

We report a palladium-catalyzed Hiyama-type coupling of arylsulfonium salts with structurally diverse arylsilanes via C(sp<sup>2</sup>)-S bond cleavage. This desulfitative transformation accommodates a broad substrate scope with remarkable functional group compatibility, which could also be conducted in a one-pot, telescoped procedure from aryl thioether without isolation. The utility of this methodology has been underscored by the gram-scale synthesis, formal C(sp<sup>2</sup>)-H Hiyama-type coupling, and concise late-stage modification of pharmaceutically relevant molecules.

Authors

Institutions

Publication Details

Journal
Organic Letters
Published
2025-10-20
DOI
https://doi.org/10.1021/acs.orglett.5c03847
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
0.00
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Palladium-Catalyzed Hiyama Cross-Coupling of Arylsulfonium Salts via C–S Bond Cleavage

Teck‐Peng Loh, Xing Zhou, Mingzhu Lu, Meng Li et al.
Organic Letters
Sulfur-Based Synthesis Techniques
article

Palladium-Catalyzed Hiyama Cross-Coupling of Arylsulfonium Salts via C–S Bond Cleavage

Teck‐Peng Loh, Xing Zhou, Mingzhu Lu, Meng Li, Min‐Zhi Deng, Rui Yang
article en

Abstract

We report a palladium-catalyzed Hiyama-type coupling of arylsulfonium salts with structurally diverse arylsilanes via C(sp<sup>2</sup>)-S bond cleavage. This desulfitative transformation accommodates a broad substrate scope with remarkable functional group compatibility, which could also be conducted in a one-pot, telescoped procedure from aryl thioether without isolation. The utility of this methodology has been underscored by the gram-scale synthesis, formal C(sp<sup>2</sup>)-H Hiyama-type coupling, and concise late-stage modification of pharmaceutically relevant molecules.

Organic LettersVol. 27(43)
Nanyang Technological University (SG), Henan University of Technology (CN)
Openalex Percentile: Top 77%
Sulfur-Based Synthesis Techniques
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.