Visible-Light Driven\nSynthesis of Vinyl Amines without\nPhotocatalyst

We developed a visible-light-induced vinyl amination\nof activated\nalkenes using TMSN<sub>3</sub> and CsF through EDA complex formation\nunder an oxygen atmosphere. Without light, the EDA complex forms between\nactivated alkene, CsF, and oxygen. Upon exposure to light, oxygen\nin the complex gets excited, initiating the HAT process. This method\nefficiently synthesizes vinyl-amine derivatives via a radical pathway,\ndemonstrating good functional group tolerance and high yields in a\nshort time. Further, the late-stage functionalization enables the\nsynthesis of biologically active heterocycles.

Publication Details

Journal
Figshare
Published
2024-09-26
DOI
https://doi.org/10.1021/acs.joc.4c01624.s001
Primary Topic
Mycorrhizal Fungi and Plant Interactions
Type
article
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article

Visible-Light Driven\nSynthesis of Vinyl Amines without\nPhotocatalyst

Figshare
Mycorrhizal Fungi and Plant Interactions
article

Visible-Light Driven\nSynthesis of Vinyl Amines without\nPhotocatalyst

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Abstract

We developed a visible-light-induced vinyl amination\nof activated\nalkenes using TMSN<sub>3</sub> and CsF through EDA complex formation\nunder an oxygen atmosphere. Without light, the EDA complex forms between\nactivated alkene, CsF, and oxygen. Upon exposure to light, oxygen\nin the complex gets excited, initiating the HAT process. This method\nefficiently synthesizes vinyl-amine derivatives via a radical pathway,\ndemonstrating good functional group tolerance and high yields in a\nshort time. Further, the late-stage functionalization enables the\nsynthesis of biologically active heterocycles.

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Openalex Percentile: Top 65%
Mycorrhizal Fungi and Plant Interactions
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Visible-Light Driven\nSynthesis of Vinyl Amines without\nPhotocatalyst · Figshare (2024) | TGRS Research Map | TGRS