Tertiary Amines Acting as Alkyl Radical Equivalents Enabled by a P/N Heteroleptic Cu(I) Photosensitizer.
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DOI: 10.1021/acs.orglett.0c03236
Abstract: An unprecedented exploration of tertiary amines as alkyl radical equivalents for cross-coupling with aromatic alkynes to access allylarenes has been achieved by a P/N heteroleptic Cu(I)-based photosensitizer under photoredox catalysis conditions. Mechanistic studies reveal that… read more here.
Keywords: tertiary amines; acting alkyl; radical equivalents; alkyl radical ... See more keywords
In Situ Alkyl Radical Recycling-Driven Decoupled Electrophotochemical Deamination.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01022
Abstract: Molecular electrophotocatalysis has emerged as a powerful strategy for the development of sustainable synthetic protocols. With the proof-of-concept, we exploited a versatile electrophotocatalytic deaminative alkylation approach. Mechanistic investigation indicated that in situ recycling of the… read more here.
Keywords: alkyl radical; driven decoupled; recycling driven; situ alkyl ... See more keywords
Photoinduced Nitrogen-to-Alkyl Radical Relay Heck Reaction of o-Alkylbenzamides with Vinyl Arenes by Palladium Catalysis.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c01030
Abstract: Here, a palladium-catalyzed photoinduced N-to-alkyl radical relay Heck reaction of o-alkylbenzamides at benzylic sites with vinyl arenes is described. The reaction employs neither exogeneous photosensitizers nor external oxidants. It is proposed to proceed via a… read more here.
Keywords: alkyl radical; heck reaction; reaction; radical relay ... See more keywords
Alkyl Radical Generation via C–C Bond Cleavage in 2-Substituted Oxazolidines
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DOI: 10.1021/acscatal.2c03768
Abstract: There is an urgent need to develop uncharged radical precursors to be activated under mild photocatalyzed conditions. 2-Substituted-1,3-oxazolidines (Eox < 1.3 V vs SCE, smoothly prepared from the corresponding aldehydes) have been herein employed for… read more here.
Keywords: alkyl radical; cleavage; substituted oxazolidines; via bond ... See more keywords
Generation of Alkyl Radical through Direct Excitation of Boracene-based Alkylborate.
Sign Up to like & getrecommendations! Published in 2020 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.0c04456
Abstract: The generation of tertiary, secondary, and primary alkyl radicals has been achieved by the direct visible-light excita-tion of a boracene-based alkylborate. This system is based on the photophysical properties of the organoboron mole-cule. The protocol… read more here.
Keywords: alkyl radical; generation alkyl; boracene based; based alkylborate ... See more keywords
Alkyl Radical Generation from Alkylboronic Pinacol Esters through Substitution with Aminyl Radicals.
Sign Up to like & getrecommendations! Published in 2023 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.3c01129
Abstract: Alkylboronic pinacol esters (APEs) are highly versatile reagents in organic synthesis. However, the direct generation of alkyl radicals from commonly used, bench-stable APEs has not been well explored. In this communication, alkyl radical generation from… read more here.
Keywords: alkyl radical; pinacol esters; alkylboronic pinacol; generation ... See more keywords
Boronic Acids and Their Derivatives as Continuous-Flow-Friendly Alkyl Radical Precursors
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DOI: 10.1055/a-2068-6038
Abstract: Since its recognition as an enabling tool to form challenging C-C and C-heteroatom bonds under mild and sustainable conditions, photoredox catalysis has been in the spotlight within the synthetic community. As a consequence, the interest… read more here.
Keywords: alkyl radical; boronic acids; acids derivatives; radical precursors ... See more keywords
Application of visible-light photosensitization to form alkyl-radical-derived thin films on gold
Sign Up to like & getrecommendations! Published in 2017 at "Beilstein Journal of Nanotechnology"
DOI: 10.3762/bjnano.8.187
Abstract: Visible-light irradiation of phthalimide esters in the presence of the photosensitizer [Ru(bpy)3]2+ and the stoichiometric reducing agent benzyl nicotinamide results in the formation of alkyl radicals under mild conditions. This approach to radical generation has… read more here.
Keywords: thin films; application visible; visible light; light photosensitization ... See more keywords