Iron-catalyzed indolizine synthesis from pyridines, diazo compounds, and alkynes

The iron (III) catalyzed synthesis of indolizines from commercially available alkyne, pyridine, and diazo precursors is reported. This mild, expedient method is tolerant of various solvents and proceeds with as little as 0.25 mol % [Fe(TPP)Cl]. Significantly, this multicomponent reaction is compatib...

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Bibliographic Details
Main Authors: Douglas, Tim, Pordea, Anca, Dowden, James
Format: Article
Published: American Chemical Society 2017
Online Access:https://eprints.nottingham.ac.uk/48261/
Description
Summary:The iron (III) catalyzed synthesis of indolizines from commercially available alkyne, pyridine, and diazo precursors is reported. This mild, expedient method is tolerant of various solvents and proceeds with as little as 0.25 mol % [Fe(TPP)Cl]. Significantly, this multicomponent reaction is compatible with electrophilic alkynes; control experiments demonstrate the importance of the catalyst in promoting pyridinium ylide formation over background reactivity.