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Updated: Oct 25, 2026

Synthesis of a Thiol Building Block for the Crystallization of a Semiconducting Gyroidal Metal-sulfur Framework
Published on: April 9, 2018
Dehydroxylative Cross-Electrophile Couplings of 4-Hydroxypyridines with Disulfides for Pyridyl Thioether Synthesis
Yucai Tang1, Meng-Ke Xu2, Yao Duan1
1College of Chemistry and Materials Engineering, Hunan University of Arts and Science, Changde415000, China.
Abstract:
An efficient dehydroxylative cross-electrophile coupling of 4-hydroxypyridines with disulfides by employing diphenylphosphine oxide as an activator was developed. The thiolative protocol proceeded effectively via the cleavage of a relatively inert C-OH bond to produce a wide plethora of pyridyl thioethers in moderate to excellent yields. The coupling protocol could also be scaled up with ease and successfully applied to the utilization of diselenide as a substrate. Mechanistic exploration disclosed that in situ-generated S-aryl diphenylphosphinothioate from the reaction of diaryl disulfide with diphenylphosphine oxide presumably functions as the pivotal intermediate of the thioetherification.
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