SOMOphilic Alkynylation of Unreactive Alkenes Enabled by Iron-Catalyzed Hydrogen Atom Transfer

We report an efficient and practical iron-catalyzed hydrogen atom transfer protocol for assembling acetylenic motifs into functional alkenes. Diversities of internal alkynes could be obtained from readily available alkenes and acetylenic sulfones with excellent Markovnikov selectivity. An iron hydri...

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Detalles Bibliográficos
Autores principales: Zhao, Binlin, Zhu, Tianxiang, Ma, Mengtao, Shi, Zhuangzhi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8746543/
https://www.ncbi.nlm.nih.gov/pubmed/35011265
http://dx.doi.org/10.3390/molecules27010033
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author Zhao, Binlin
Zhu, Tianxiang
Ma, Mengtao
Shi, Zhuangzhi
author_facet Zhao, Binlin
Zhu, Tianxiang
Ma, Mengtao
Shi, Zhuangzhi
author_sort Zhao, Binlin
collection PubMed
description We report an efficient and practical iron-catalyzed hydrogen atom transfer protocol for assembling acetylenic motifs into functional alkenes. Diversities of internal alkynes could be obtained from readily available alkenes and acetylenic sulfones with excellent Markovnikov selectivity. An iron hydride hydrogen atom transfer catalytic cycle was described to clarify the mechanism of this reaction.
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spelling pubmed-87465432022-01-11 SOMOphilic Alkynylation of Unreactive Alkenes Enabled by Iron-Catalyzed Hydrogen Atom Transfer Zhao, Binlin Zhu, Tianxiang Ma, Mengtao Shi, Zhuangzhi Molecules Article We report an efficient and practical iron-catalyzed hydrogen atom transfer protocol for assembling acetylenic motifs into functional alkenes. Diversities of internal alkynes could be obtained from readily available alkenes and acetylenic sulfones with excellent Markovnikov selectivity. An iron hydride hydrogen atom transfer catalytic cycle was described to clarify the mechanism of this reaction. MDPI 2021-12-22 /pmc/articles/PMC8746543/ /pubmed/35011265 http://dx.doi.org/10.3390/molecules27010033 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Zhao, Binlin
Zhu, Tianxiang
Ma, Mengtao
Shi, Zhuangzhi
SOMOphilic Alkynylation of Unreactive Alkenes Enabled by Iron-Catalyzed Hydrogen Atom Transfer
title SOMOphilic Alkynylation of Unreactive Alkenes Enabled by Iron-Catalyzed Hydrogen Atom Transfer
title_full SOMOphilic Alkynylation of Unreactive Alkenes Enabled by Iron-Catalyzed Hydrogen Atom Transfer
title_fullStr SOMOphilic Alkynylation of Unreactive Alkenes Enabled by Iron-Catalyzed Hydrogen Atom Transfer
title_full_unstemmed SOMOphilic Alkynylation of Unreactive Alkenes Enabled by Iron-Catalyzed Hydrogen Atom Transfer
title_short SOMOphilic Alkynylation of Unreactive Alkenes Enabled by Iron-Catalyzed Hydrogen Atom Transfer
title_sort somophilic alkynylation of unreactive alkenes enabled by iron-catalyzed hydrogen atom transfer
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8746543/
https://www.ncbi.nlm.nih.gov/pubmed/35011265
http://dx.doi.org/10.3390/molecules27010033
work_keys_str_mv AT zhaobinlin somophilicalkynylationofunreactivealkenesenabledbyironcatalyzedhydrogenatomtransfer
AT zhutianxiang somophilicalkynylationofunreactivealkenesenabledbyironcatalyzedhydrogenatomtransfer
AT mamengtao somophilicalkynylationofunreactivealkenesenabledbyironcatalyzedhydrogenatomtransfer
AT shizhuangzhi somophilicalkynylationofunreactivealkenesenabledbyironcatalyzedhydrogenatomtransfer

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