| Autor: |
Shen J; Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, State Key Laboratory of Antiviral Drugs, Henan Normal University School of Chemistry and Chemical Engineering, Xinxiang, Henan 453007, China., Li J; Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, State Key Laboratory of Antiviral Drugs, Henan Normal University School of Chemistry and Chemical Engineering, Xinxiang, Henan 453007, China., Chen M; Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, State Key Laboratory of Antiviral Drugs, Henan Normal University School of Chemistry and Chemical Engineering, Xinxiang, Henan 453007, China., Yue X; Chongqing Ensky Chemical CO., LTD., North New Zone, Chongqing 401121, China., Shi X; Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, State Key Laboratory of Antiviral Drugs, Henan Normal University School of Chemistry and Chemical Engineering, Xinxiang, Henan 453007, China. |
| Abstrakt: |
Herein, we disclose a radical desulfurative C-C coupling protocol for the synthesis of 4-alkylpyridines. A variety of substituents on both benzyl thiols and 4-cyanopyridines are tolerated. The reaction is carried out under mild and photocatalyst- and transition-metal-free conditions. Preliminary mechanistic studies show that an electron donor-acceptor complex is formed between benzyl thiols and 4-cyanopyridines under alkaline conditions. Then, a variety of 1°, 2°, and 3° C(sp 3 )-centered radicals was formed by cleavage of the C-S bond, and the 4-alkylpyridines were achieved through a radical-radical coupling with the pyridyl radical anion. |
