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Photochemical Zincke-like Reactions Enabled the Expeditious Synthesis of 2-Polyene Sulfonylpyridines
Min Shen1, Nian-Hua Luo1, Guo-Dong Zhu1
1Key Laboratory of Prevention and Treatment of Cardiovascular and Cerebrovascular Diseases, Ministry of Education, Jiangxi Provincal Key Laboratory of Tissue Engineering, School of Pharmaceutical Sciences, Gannan Medical University, Ganzhou 341000, P. R. China.
Abstract:
A Ce-base-controlled and visible-light-induced approach enables the cleavage of NTf-pyridiniums into various 2-polyene sulfonylpyridines. This Zincke-like reaction involves the conversion of pyridines into electron-rich intermediates and subsequent regioselective electrophilic modification through the formation of an EDA complex, intermolecular single-electron transfer, radical coupling, and selective C2-N bond cleavage. In addition, the obtained 2-polyene sulfonylpyridine 2a displays interesting photophysical properties.
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In a chemical reaction, a relationship exists between the concentration of reactants and the rate at which the reaction proceeds. The study to measure this relationship is known as the kinetics of a chemical reaction. Kinetic studies are used to deduce the rate law of a chemical reaction, which provides information about the species involved during the transition state of the rate-determining step. Thus, kinetic studies help to derive the mechanism of a...