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A thermally induced hydride transfer from an amine to an allene triggers an annulation reaction, giving dihydrofuropyridinones

A thermally induced hydride transfer from an amine to an allene triggers an annulation reaction, giving dihydrofuropyridinones
A thermally induced hydride transfer from an amine to an allene triggers an annulation reaction, giving dihydrofuropyridinones
A thermal rearrangement leading to dihydrofuropyridinones and related polycyclic ring systems from furanones and cyclobutenones is described. A key feature of the reaction is the thermally induced hydride transfer from a 3°-amine to a conjugated allene to trigger cyclisation.
1523-7060
4346-4349
Sun, Wei
bca29e03-90fc-4684-875e-61d35f1b5cba
Wilson, Dharyl C.
a64ee73e-0685-4aee-b96d-a43ec736fe33
Light, Mark E.
cf57314e-6856-491b-a8d2-2dffc452e161
Harrowven, David C.
bddcfab6-dbde-49df-aec2-42abbcf5d10b
Sun, Wei
bca29e03-90fc-4684-875e-61d35f1b5cba
Wilson, Dharyl C.
a64ee73e-0685-4aee-b96d-a43ec736fe33
Light, Mark E.
cf57314e-6856-491b-a8d2-2dffc452e161
Harrowven, David C.
bddcfab6-dbde-49df-aec2-42abbcf5d10b

Sun, Wei, Wilson, Dharyl C., Light, Mark E. and Harrowven, David C. (2018) A thermally induced hydride transfer from an amine to an allene triggers an annulation reaction, giving dihydrofuropyridinones. Organic Letters, 20 (14), 4346-4349. (doi:10.1021/acs.orglett.8b01792).

Record type: Article

Abstract

A thermal rearrangement leading to dihydrofuropyridinones and related polycyclic ring systems from furanones and cyclobutenones is described. A key feature of the reaction is the thermally induced hydride transfer from a 3°-amine to a conjugated allene to trigger cyclisation.

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A Thermally Induced Hydride Transfer from an Amine to an Allene Triggers an Annulation Reaction giving Dihydrofuropyridinones - Accepted Manuscript
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Accepted/In Press date: 8 June 2018
e-pub ahead of print date: 3 July 2018
Published date: 20 July 2018

Identifiers

Local EPrints ID: 422473
URI: http://eprints.soton.ac.uk/id/eprint/422473
ISSN: 1523-7060
PURE UUID: 61201970-044d-431e-a13c-e1fc20bcaf31
ORCID for Mark E. Light: ORCID iD orcid.org/0000-0002-0585-0843
ORCID for David C. Harrowven: ORCID iD orcid.org/0000-0001-6730-3573

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Date deposited: 24 Jul 2018 16:30
Last modified: 18 Feb 2021 16:52

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