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1 article(s) from Mallick, Itu

Generation of alkyl and acyl radicals by visible-light photoredox catalysis: direct activation of C–O bonds in organic transformations

Mithu Roy,
Bitan Sardar,
Itu Mallick and
Dipankar Srimani

Beilstein J. Org. Chem. 2024, 20, 1348–1375, doi:10.3762/bjoc.20.119

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Graphical Abstract

Figure 1: Generation of alkyl and acyl radicals via C–O bond breaking.

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Figure 2: General photocatalytic mechanism.

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Scheme 1: Photoredox-catalyzed hydroacylation of olefins with aliphatic carboxylic acids.

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Scheme 2: Acylation–aromatization of p-quinone methides using carboxylic acids.

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Scheme 3: Visible-light-induced deoxygenation–defluorination for the synthesis of γ,γ-difluoroallylic ketones....

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Scheme 4: Photochemical hydroacylation of azobenzenes with carboxylic acids.

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Scheme 5: Photoredox-catalyzed synthesis of flavonoids.

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Scheme 6: Synthesis of O-thiocarbamates and photocatalytic reduction of O-thiocarbamates.

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Scheme 7: Deoxygenative borylation of alcohols.

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Scheme 8: Trifluoromethylation of O-alkyl thiocarbonyl substrates.

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Scheme 9: Redox-neutral radical coupling reactions of alkyl oxalates and Michael acceptors.

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Scheme 10: Visible-light-catalyzed and Ni-mediated syn-alkylarylation of alkynes.

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Scheme 11: 1,2-Alkylarylation of alkenes with aryl halides and alkyl oxalates.

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Scheme 12: Deoxygenative borylation of oxalates.

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Scheme 13: Coupling of N-phthalimidoyl oxalates with various acceptors.

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Scheme 14: Cross-coupling of O-alkyl xanthates with aryl halides via dual photoredox and nickel catalysis.

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Scheme 15: Deoxygenative borylation of secondary alcohol.

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Scheme 16: Deoxygenative alkyl radical generation from alcohols under visible-light photoredox conditions.

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Scheme 17: Deoxygenative alkylation via alkoxy radicals against hydrogenation or β-fragmentation.

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Scheme 18: Direct C–O bond activation of benzyl alcohols.

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Scheme 19: Deoxygenative arylation of alcohols using NHC to activate alcohols.

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Scheme 20: Deoxygenative conjugate addition of alcohol using NHC as alcohol activator.

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Scheme 21: Synthesis of polysubstituted aldehydes.

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Review

Published 14 Jun 2024

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