An unexpected iron(II)-promoted reaction of N-arylprop-2-yn-1-imines with water: Facile assembly of multi-substituted pyrroles

• DOI: 10.1016/j.cclet.2020.11.049
• Publication Date: 2020-12-01T19:06:40Z
• Authors: Kaida Zhou; Jiapian Huang; Jie Wu; Guanyinsheng Qiu
• Keywords: Chemoselectivity; Stoichiometry; Tandem; Reaction conditions; Cascade reaction

Abstract Generation of multi-substituted pyrroles is accomplished through an unexpected iron(II)-promoted reaction of N-arylprop-2-yn-1-imines with water. This transformation proceeds smoothly with excellent chemoselectivity and regioselectivity. A stoichiometric amount of Fe(OTf)2 is necessary for the successful conversion. A Lewis acid-promoted tandem reaction pathway is proposed.