碘苯
化学
苯并咪唑
苯胺
药物化学
氧化磷酸化
碘
催化作用
反应中间体
芳基
阳离子聚合
有机化学
生物化学
烷基
作者
Carmen Margaret White,Sherlyn Cazares,Efren Gonzales-Cortes,Tom G. Driver
标识
DOI:10.26434/chemrxiv-2024-v5gst
摘要
An I(III)-catalyzed oxidative cyclization reaction using Selectfluor as the oxidant was developed that converts ortho-substituted anilines to benzimidazoles is reported. The mild reaction requires as little as 0.5 mol % of iodobenzene tolerating electron-poor groups on the aniline portion. The size of the ring can be varied to access the pyrrole, azepine, and azocines scaffolds. Preliminary mechanistic investigations suggest that benzimidazole formation occurs via cationic reactive intermediates, and an intramolecular kinetic isotope effect of 1.98±0.01 was measured.
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