Synthesis of Indolizines via Tf2O-Mediated Cascade Reaction of Pyridyl-enaminones with Thiophenols/Thioalcohols

• DOI: 10.1021/acs.orglett.3c00177
• Publication Date: 2023-02-13T13:36:32Z
• Authors: Changyuan Zhang; Wei Wang; Xuncheng Zhu; Lulu Chen; Hejiang Luo; Mengping Guo; Dan Liu; Fan Liu; Huisheng Zhang; Qi Li; Jianping Lin
• Keywords: Indolizine; Cascade reaction; Iminium; Tandem; Trifluoromethanesulfonate; Aromatization; Reaction conditions

A cost-effective, highly regioselective and metal-free version for the synthesis of indolizine derivatives by means Tf2O-mediated cascade reaction pyridyl-enaminones thiophenols/thioalcohols under mild conditions has been reported. Diverse electron-rich could be obtained in up to 94% yield via selective 1,4-addition vinyl iminium triflate tandem cyclization/aromatization, which allowed simultaneous construction C–N C–S/and one example C–Se bonds.