Xu Ke, Li Wenjing, Sun Rui, Luo Lihua, Chen Xue, Zhang Chunchun, Zheng Xueli, Yuan Maolin, Fu Haiyan, Li Ruixiang, Chen Hua
Key Laboratory of Green Chemistry & Technology, Ministry of Education College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu 610064, P. R. China.
Analytical & Testing Center, Sichuan University, Chengdu, Sichuan 610064, P. R. China.
Org Lett. 2020 Aug 7;22(15):6107-6111. doi: 10.1021/acs.orglett.0c02178. Epub 2020 Jul 17.
The first I-mediated synthesis of 2-formylpyrroles from pyridinium salts is reported. This protocol enables the synthesis of diversely substituted 2-formylpyrroles in good yields under operationally simple conditions. The detailed mechanistic studies reveal that the reaction proceeds via a novel HO-triggered ring opening of the pyridinium salt and a subsequent intramolecularly nucleophilic addition sequence.
报道了首例由吡啶盐通过碘介导合成2-甲酰基吡咯的反应。该方法能够在操作简单的条件下，以良好的产率合成各种取代的2-甲酰基吡咯。详细的机理研究表明，该反应通过吡啶盐的新型羟基引发的开环以及随后的分子内亲核加成序列进行。
