Work

Switchable α‐Chalcogenocyanation and Chalcogenation of α‐Oxo Ketene Dithioacetals

Year: 2025

Type: article

Abstract: The switchable α‐chalcogenocyanation and chalcogenation of α‐oxo ketene dithioacetals (DTAs) and NH 4 SCN/KSeCN have been developed by controlling reaction conditions. α‐Chalcogenocyanation reaction smoothly occurs in the presence of 2.0 equiv of CuBr 2 at 25 °C in CH 3 CN, to give vinyl thio/ selenocyanates in excellent yields, while vinyl thioethers/selenides were obtained in moderate yields when the chalcogenation reaction is efficiently run in the presence of 3.0 equiv of CuBr 2 in refluxing CH 3 OH. The switchable chalcogenocyanation and chalcogenation of DTAs have not been previously reported, and thus the method is of much significance. In addition, plausible mechanistic pathways for the switchable chalcogeno‐cyanation and chalcogenation of DTAs are also demonstrated.

Source: Asian Journal of Organic Chemistry

DOI: 10.1002/ajoc.70242

Authors: Tingting Peng, Tongfeng Xiao, Meilang Gao, Ye Zhang, Haifeng Yu, Xiaobo Zhao

Institution: BaiCheng Normal University

Language: English

Topic: Organoselenium and organotellurium chemistry

Subfield: Toxicology

Field: Pharmacology, Toxicology and Pharmaceutics

Domain: Life Sciences

Open Access status: bronze

Funders: Natural Science Foundation of Jilin Province, People's Government of Jilin Province

Awards: G1981675094, G344314079