Synthesis of 2-Formylpyrroles from Pyridinium Iodide Salts
Ke Xu, Wenjing Li, Rui Sun, Lihua Luo, Xue Chen, Chunchun Zhang, Xueli Zheng, Maolin Yuan, Haiyan Fu, Ruixiang Li, Hua Chen
Abstract
The first I2-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 H2O-triggered ring opening of the pyridinium salt and a subsequent intramolecularly nucleophilic addition sequence.
Topics & Concepts
PyridiniumChemistryIodideNucleophileSalt (chemistry)Ring (chemistry)Pyridinium CompoundsSequence (biology)Combinatorial chemistryMedicinal chemistryOrganic chemistryCatalysisBiochemistrySynthesis and Characterization of PyrrolesFluorine in Organic ChemistryChemical Synthesis and Analysis