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Recent advances in acyl radical enabled reactions between aldehydes and alkenes

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TLDR
A summary of the state of the art in this field with a specific emphasis on the working models and corresponding mechanisms is provided in this paper, where the discussion is divided according to the kind of alkenes and reaction type.
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This article is published in Chemical Communications.The article was published on 2021-06-22. It has received 23 citations till now.

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Journal ArticleDOI

NHC and visible light-mediated photoredox co-catalyzed 1,4-sulfonylacylation of 1,3-enynes for tetrasubstituted allenyl ketones

TL;DR: NHC and visible light-mediated photoredox co-catalyzed radical 1,4-sulfonylacylation of 1,3-enynes is described, providing structurally diversified valuable tetrasubstituted allenyl ketones and highly selective cross-coupling of an acyl radical with an alkyl radical for efficient construction of C–C bonds.
Journal ArticleDOI

Efficient Access to β-Amino Acid Ester/β-Amino Ketone Derivatives via Photocatalytic Radical Alkoxycabonylimidation/ Carbonylimidation of Alkenes

TL;DR: In this article , a photocatalytic protocol for the synthesis of β-amino acid ester and βamino ketone derivatives is developed by using simple and easy-to-synthesize oxime oxalate and oxime phenylglyoxylate as difunctionalization reagents.
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Iron-Catalyzed Dearomatization of Biaryl Ynones with Aldehydes via Double C-H Functionalization in Eco-Benign Solvents: Highly Atom-Economical Synthesis of Acylated Spiro[5.5]trienones.

TL;DR: In this paper, an unprecendented dearomatization of biaryl ynones with aldehydes via double C-H functionalization was reported, where a regiospecific remote unactivated para-C-H function was used to efficiently furnishes acylated spiro[5.5]trienones.
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Thiazole-5-carbaldehyde Synthesis by Cascade Annulation of Enaminones and KSCN with Dess-Martin Periodinane Reagent.

TL;DR: DMP plays dual roles in mediating the free radical thiocyanation and inducing the unconventional selective thiazole-5-carbaldehyde formation by masking the in situ generated formyl group during the reaction process.
References
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Journal ArticleDOI

Radical 1,2-Alkylarylation/Acylarylation of Allylic Alcohols with Aldehydes via Neophyl Rearrangement

TL;DR: A metal-free 1,2-alkylarylation of allylic alcohols with aliphatic aldehydes through concomitant radical neophyl rearrangement was developed, providing 1,4-dicarbonyl compounds in moderate to good yields.
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Iron-Catalyzed Radical Acyl-Azidation of Alkenes with Aldehydes: Synthesis of Unsymmetrical β-Azido Ketones

TL;DR: An iron-catalyzed acyl-azidation of alkenes under mild reaction conditions has been developed and the synthesized unsymmetrical β-azido ketones can be easily transformed into valuable functionalized compounds.
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Diastereoselective Radical Hydroacylation of Alkylidenemalonates with Aliphatic Aldehydes Initiated by Photolysis of Hypervalent Iodine(III) Reagents.

TL;DR: The reaction is initiated by the photolysis of hypervalent iodine(III) reagents under mild, metal-free conditions, and is the first example of diastereoselective addition of acyl radicals to olefins to afford chiral ketones in a highly stereoselectives fashion.
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Iron-Catalyzed Divergent Tandem Radical Annulation of Aldehydes with Olefins toward Indolines and Dihydropyrans

TL;DR: Iron-catalyzed divergent tandem radical annulations of aldehydes with olefins are reported, which allows the rapid and efficient construction of various multifunctionlized indolines and dihydropyrans, which are significant skeletons in bioactive natural products and pharmaceuticals.
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Synthesis of Unnatural α-Amino Acids via Photoinduced Decatungstate-Catalyzed Giese Reactions of Aldehydes

TL;DR: In this paper, photo-induced decatungstate-catalyzed Giese reactions of readily available aldehydes as radical precursors are used to synthesize α-amino acids.
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