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...

Full description

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/
_version_ 1848797726303584256
author Douglas, Tim
Pordea, Anca
Dowden, James
author_facet Douglas, Tim
Pordea, Anca
Dowden, James
author_sort Douglas, Tim
building Nottingham Research Data Repository
collection Online Access
description 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.
first_indexed 2025-11-14T20:08:27Z
format Article
id nottingham-48261
institution University of Nottingham Malaysia Campus
institution_category Local University
last_indexed 2025-11-14T20:08:27Z
publishDate 2017
publisher American Chemical Society
recordtype eprints
repository_type Digital Repository
spelling nottingham-482612020-05-04T19:17:44Z https://eprints.nottingham.ac.uk/48261/ Iron-catalyzed indolizine synthesis from pyridines, diazo compounds, and alkynes Douglas, Tim Pordea, Anca Dowden, James 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. American Chemical Society 2017-11-16 Article PeerReviewed Douglas, Tim, Pordea, Anca and Dowden, James (2017) Iron-catalyzed indolizine synthesis from pyridines, diazo compounds, and alkynes. Organic Letters, 19 (23). pp. 6396-6399. ISSN 1523-7052 http://pubs.acs.org/doi/10.1021/acs.orglett.7b03252 doi:10.1021/acs.orglett.7b03252 doi:10.1021/acs.orglett.7b03252
spellingShingle Douglas, Tim
Pordea, Anca
Dowden, James
Iron-catalyzed indolizine synthesis from pyridines, diazo compounds, and alkynes
title Iron-catalyzed indolizine synthesis from pyridines, diazo compounds, and alkynes
title_full Iron-catalyzed indolizine synthesis from pyridines, diazo compounds, and alkynes
title_fullStr Iron-catalyzed indolizine synthesis from pyridines, diazo compounds, and alkynes
title_full_unstemmed Iron-catalyzed indolizine synthesis from pyridines, diazo compounds, and alkynes
title_short Iron-catalyzed indolizine synthesis from pyridines, diazo compounds, and alkynes
title_sort iron-catalyzed indolizine synthesis from pyridines, diazo compounds, and alkynes
url https://eprints.nottingham.ac.uk/48261/
https://eprints.nottingham.ac.uk/48261/
https://eprints.nottingham.ac.uk/48261/