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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



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.

Citation

Douglas, T., Pordea, A., & Dowden, J. (in press). Iron-catalyzed indolizine synthesis from pyridines, diazo compounds, and alkynes. Organic Letters, 19(23), https://doi.org/10.1021/acs.orglett.7b03252

Journal Article Type Article
Acceptance Date Nov 15, 2017
Online Publication Date Nov 16, 2017
Deposit Date Nov 20, 2017
Publicly Available Date Nov 17, 2018
Journal Organic Letters
Print ISSN 1523-7060
Electronic ISSN 1523-7052
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
Volume 19
Issue 23
DOI https://doi.org/10.1021/acs.orglett.7b03252
Public URL http://eprints.nottingham.ac.uk/id/eprint/48261
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.nottingham.ac.uk/end_user_agreement.pdf

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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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