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

Douglas, Tim; Pordea, Anca; Dowden, James

Authors

Tim Douglas Tim.Douglas@nottingham.ac.uk

Anca Pordea

James Dowden



Abstract

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.

Journal Article Type Article
Journal Organic Letters
Print ISSN 1523-7060
Electronic ISSN 1523-7052
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
Volume 19
Issue 23
APA6 Citation Douglas, T., Pordea, A., & Dowden, J. (in press). Iron-catalyzed indolizine synthesis from pyridines, diazo compounds, and alkynes. Organic Letters, 19(23), doi:10.1021/acs.orglett.7b03252
DOI https://doi.org/10.1021/acs.orglett.7b03252
Publisher URL http://pubs.acs.org/doi/10.1021/acs.orglett.7b03252
Copyright Statement Copyright information regarding this work can be found at the following address: http://eprints.nottingh.../end_user_agreement.pdf

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ol-2017-03252_accepted_combined.pdf (686 Kb)
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Copyright Statement
Copyright information regarding this work can be found at the following address: http://eprints.nottingham.ac.uk/end_user_agreement.pdf





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