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   Articles with "radical coupling" as a keyword



Enantioconvergent photoredox radical-radical coupling catalyzed by a chiral-at-rhodium complex

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recommendations! Published in 2019 at "Science China Chemistry"

DOI: 10.1007/s11426-019-9584-x

Abstract: Racemic α-chloro imidazol-2-yl-ketones undergo an enantioconvergent photoactivated C–C bond formation with N-aryl glycines catalyzed by a single bis-cyclometalated chiral-at-rhodium catalyst in yields of up to 80% and up to 98% enantiomeric excess (ee). Control experiments… read more here.

Keywords: radical radical; rhodium; enantioconvergent photoredox; radical coupling ... See more keywords

Synthesis of gem-Disulfonyl Enamines via an Iminyl-Radical-Mediated Formal 1,3-HAT/Radical Coupling Cascade.

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recommendations! Published in 2022 at "Organic letters"

DOI: 10.1021/acs.orglett.2c02277

Abstract: We herein report the first example of an iminyl-radical-mediated formal 1,3-HAT/radical coupling cascade of vinyl azides leading to the synthesis of tetrasubstituted gem-disulfonyl enamines. It is possible to employ a variety of vinyl azides and… read more here.

Keywords: mediated formal; iminyl radical; hat radical; radical coupling ... See more keywords

C(sp3)-H/C(sp3)-H Dehydrogenative Radical Coupling of Glycine Derivatives.

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recommendations! Published in 2022 at "Organic letters"

DOI: 10.1021/acs.orglett.2c02951

Abstract: Here we report a general C(sp3)-H/C(sp3)-H dehydrogenative coupling strategy for the preparation of various natural or unnatural amino acids from readily available glycine derivatives and hydrocarbons through a combination of SET and HAT process. read more here.

Keywords: sp3 dehydrogenative; sp3 sp3; glycine derivatives; radical coupling ... See more keywords

Synthesis of β-Ketonitriles via N-Heterocyclic-Carbene-Catalyzed Radical Coupling of Aldehydes and Azobis(isobutyronitrile).

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recommendations! Published in 2023 at "Organic letters"

DOI: 10.1021/acs.orglett.3c01168

Abstract: Herein, an NHC (N-heterocyclic carbene)-catalyzed radical coupling reaction between aldehydes and azobis(isobutyronitrile) (AIBN) has been developed. This method provides an efficient and convenient approach for the synthesis of β-ketonitriles containing a quaternary carbon center (31… read more here.

Keywords: aldehydes azobis; azobis isobutyronitrile; catalyzed radical; carbene catalyzed ... See more keywords

Synthesis of the Tetracyclic Structure of Batrachotoxin Enabled by Bridgehead Radical Coupling and Pd/Ni-Promoted Ullmann Reaction.

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recommendations! Published in 2018 at "Organic letters"

DOI: 10.1021/acs.orglett.7b03482

Abstract: The steroidal ABCD-ring system of the potent neurotoxin batrachotoxin was efficiently assembled in a convergent fashion. Bridgehead radical coupling between the simple AB-ring and D-ring fragments (3 and 4) formed the sterically congested linkage at… read more here.

Keywords: bridgehead radical; promoted ullmann; tetracyclic structure; ullmann reaction ... See more keywords

Resolving Conflicting Mechanisms for Photoredox Allylic sp3-CH Arylation Using Deuterium-Labeling and Isotope Effects.

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recommendations! Published in 2024 at "ACS catalysis"

DOI: 10.1021/acscatal.4c01645

Abstract: Two conflicting mechanisms have emerged for the direct arylation of allylic C-H bonds enabled by the combined use of thiol and photoredox catalysis. In the original report (Nature, 2015, 519, 74-77), a radical coupling step-between… read more here.

Keywords: radical anion; resolving conflicting; mechanisms photoredox; radical coupling ... See more keywords
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Impact of Transition-State Aromaticity on Selective Radical–Radical Coupling of Triarylimidazolyl Radicals

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recommendations! Published in 2024 at "Journal of the American Chemical Society"

DOI: 10.1021/jacs.4c14095

Abstract: Radical coupling reactions are generally known to have a low selectivity due to the high reactivity of radicals. In this study, high regio and substrate selectivity was discovered in the dimerization of triarylimidazolyl radicals (TAIR),… read more here.

Keywords: coupling; aromaticity; transition state; radical coupling ... See more keywords

From Radical Coupling to Enantioselective Controlled Protonation: Advancing Precise Construction of Stereocenters.

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recommendations! Published in 2025 at "Journal of the American Chemical Society"

DOI: 10.1021/jacs.4c15276

Abstract: Recent advancements in green and sustainable platforms, particularly visible light-driven photocatalysis, have spurred significant progress in radical chemistry, enabling the efficient synthesis of important molecules from simple and readily available feedstocks under mild conditions. However,… read more here.

Keywords: enantioselective controlled; controlled protonation; protonation; radical coupling ... See more keywords

α-Branched amines through radical coupling with 2-azaallyl anions, redox active esters and alkenes

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recommendations! Published in 2022 at "Chemical Science"

DOI: 10.1039/d2sc00500j

Abstract: α-Branched amines are fundamental building blocks in a variety of natural products and pharmaceuticals. Herein is reported a unique cascade reaction that enables the preparation of α-branched amines bearing aryl or alkyl groups at the… read more here.

Keywords: branched amines; amines radical; redox active; active esters ... See more keywords

Transition-Metal-Free Synthesis of Thiosulfonates through Radical Coupling Reaction

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recommendations! Published in 2018 at "Synlett"

DOI: 10.1055/s-0037-1610649

Abstract: An efficient and practical transition-metal-free radical ­coupling reaction of sulfonyl hydrazides mediated by NIS/K2S2O8 has been developed to afford a variety of biological activity thiosulfonates in moderate to excellent yields. Compared to a known approach… read more here.

Keywords: transition metal; synthesis thiosulfonates; coupling reaction; radical coupling ... See more keywords

Aryl Ketone Mediated Photoinduced Radical Coupling for the Alkylation­ of Benzazoles Employing Saturated Heterocyclic Compounds­

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recommendations! Published in 2019 at "Synthesis"

DOI: 10.1055/s-0037-1611895

Abstract: An aryl ketone mediated synthesis of 2-alkylated benzazoles was achieved via radical coupling under photoirradiation starting from saturated heterocycles and 2-sulfonylated benzazoles, such as benzothiazoles, benzoxazole, and benzimidazole. Heterocyclic compounds, including a cyclic ether, azacycles,… read more here.

Keywords: aryl ketone; mediated photoinduced; heterocyclic compounds; radical coupling ... See more keywords