Carbene-catalyzed LUMO activation of alkyne esters for access to functional pyridines

A carbene-catalyzed LUMO activation of a,b-unsaturated alkyne esters is reported. This catalytic process allows for effective reactions of alkyne esters with enamides to synthesize functional pyridines via simple protocols. A previously unexplored unsaturated alkyne acyl azolium intermediate is invo...

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Main Authors: Mou, Chengli, Wu, Jichang, Huang, Zhijian, Sun, Jun, Jin, Zhichao, Chi, Robin Yonggui
Other Authors: School of Physical and Mathematical Sciences
Format: Journal Article
Language:English
Published: 2020
Subjects:
Online Access:https://hdl.handle.net/10356/138302
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author Mou, Chengli
Wu, Jichang
Huang, Zhijian
Sun, Jun
Jin, Zhichao
Chi, Robin Yonggui
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Mou, Chengli
Wu, Jichang
Huang, Zhijian
Sun, Jun
Jin, Zhichao
Chi, Robin Yonggui
author_sort Mou, Chengli
collection NTU
description A carbene-catalyzed LUMO activation of a,b-unsaturated alkyne esters is reported. This catalytic process allows for effective reactions of alkyne esters with enamides to synthesize functional pyridines via simple protocols. A previously unexplored unsaturated alkyne acyl azolium intermediate is involved in the key step of the reaction.
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spelling ntu-10356/1383022023-02-28T19:25:21Z Carbene-catalyzed LUMO activation of alkyne esters for access to functional pyridines Mou, Chengli Wu, Jichang Huang, Zhijian Sun, Jun Jin, Zhichao Chi, Robin Yonggui School of Physical and Mathematical Sciences Science::Chemistry::Organic chemistry Pyridines NHC Catalyst A carbene-catalyzed LUMO activation of a,b-unsaturated alkyne esters is reported. This catalytic process allows for effective reactions of alkyne esters with enamides to synthesize functional pyridines via simple protocols. A previously unexplored unsaturated alkyne acyl azolium intermediate is involved in the key step of the reaction. NRF (Natl Research Foundation, S’pore) ASTAR (Agency for Sci., Tech. and Research, S’pore) MOE (Min. of Education, S’pore) Accepted version 2020-04-30T06:59:45Z 2020-04-30T06:59:45Z 2017 Journal Article Mou, C., Wu, J., Huang, Z., Sun, J., Jin, Z., & Chi, R. Y. (2017). Carbene-catalyzed LUMO activation of alkyne esters for access to functional pyridine. Chemical Communications, 53(100), 13359-13362. doi:10.1039/C7CC08039E 1359-7345 https://hdl.handle.net/10356/138302 10.1039/C7CC08039E 100 53 13359 13362 en Chemical Communications © 2017 The Royal Society of Chemistry. All rights reserved. This paper was published in Chemical Communications and is made available with permission of The Royal Society of Chemistry. application/pdf
spellingShingle Science::Chemistry::Organic chemistry
Pyridines
NHC Catalyst
Mou, Chengli
Wu, Jichang
Huang, Zhijian
Sun, Jun
Jin, Zhichao
Chi, Robin Yonggui
Carbene-catalyzed LUMO activation of alkyne esters for access to functional pyridines
title Carbene-catalyzed LUMO activation of alkyne esters for access to functional pyridines
title_full Carbene-catalyzed LUMO activation of alkyne esters for access to functional pyridines
title_fullStr Carbene-catalyzed LUMO activation of alkyne esters for access to functional pyridines
title_full_unstemmed Carbene-catalyzed LUMO activation of alkyne esters for access to functional pyridines
title_short Carbene-catalyzed LUMO activation of alkyne esters for access to functional pyridines
title_sort carbene catalyzed lumo activation of alkyne esters for access to functional pyridines
topic Science::Chemistry::Organic chemistry
Pyridines
NHC Catalyst
url https://hdl.handle.net/10356/138302
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