Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(33), P. 6693 - 6696
Published: Jan. 1, 2023
NHC-mediated deoxygenation of alcohols under photocatalytic conditions is described. The process provides various alkyl radicals, which can react with 1-bromoalkyne via Csp3-Csp coupling to afford internal alkynes in moderate good yields. method offers a new and convenient approach synthesize alkynes.
Language: Английский
Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(8)
Published: Jan. 8, 2024
A mild photoredox catalyzed construction of sulfides, disulfides, selenides, sulfoxides and sulfones from unstrained ketone precursors is introduced. Combination this deacylative process with S
Language: Английский
Citations
21
Chemical Science, Journal Year: 2024, Volume and Issue: 15(23), P. 8993 - 8999
Published: Jan. 1, 2024
The aromatization-driven deconstructive coupling of spiro carbocycles with organic halides via dual photoredox/nickel catalysis is developed. An in-depth mechanism study revealed that this reaction proceeded a radical-metal crossover pathway.
Language: Английский
Citations
16
Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(32), P. 22829 - 22839
Published: Aug. 1, 2024
The molecular editing of ketones represents an appealing strategy due to its ability maximize the structural diversity ketone compounds in a straightforward manner. However, developing efficient methods for arbitrary modification ketonic molecules, particularly those integrated within complex skeletons, remains significant challenge. Herein, we present unique recasting that involves radical acylation
Language: Английский
Citations
15
Science Advances, Journal Year: 2024, Volume and Issue: 10(17)
Published: April 26, 2024
Ketones are ubiquitous in bioactive natural products, pharmaceuticals, chemical feedstocks, and synthetic intermediates. Hence, deacylative coupling reactions enable the versatile elaboration of a plethora chemicals to access complex drug candidates products. Here, we present arylation alkynylation strategies for synthesis wide range alkyl-tethered arenes alkynes from cyclic ketones methyl under dual nickel/photoredox catalysis. This reaction begins by generating pre-aromatic intermediate (PAI) through condensation ketone
Language: Английский
Citations
9
Organic Letters, Journal Year: 2024, Volume and Issue: 26(32), P. 6915 - 6920
Published: Aug. 8, 2024
Ketones, as essential functional group skeletons, have garnered significant interest due to their diverse transformations. Herein, we describe a versatile photoredox catalyzed deacylation-aroylation strategy that enables the direct transformation of alkyl ketones aryl ketones. This process involves deacylation dihydroquinazolinones derived from generate radicals, followed by subsequent NHC-catalyzed or NHC-mediated radical aroylation.
Language: Английский
Citations
8
The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(16), P. 12121 - 12130
Published: July 29, 2023
We describe a visible-light photoredox-catalyzed alkylation/arylative cyclization of N-acrylamides─from 2-arylindoles, 2-arylbenzimidazoles, or N-substituted anilines─with ketone-derived dihydroquinazolinones, accessing indolo- and benzimidazolo[2,1-a]isoquinolines 2-oxindoles. The consecutive incorporation alkyl- aryl-carbogenic motifs across C=C bond via formal cleavage ketone α-C-C arene C-H bonds leads to the formation five- six-membered rings, with an all-carbon quaternary stereocenter. This dicarbofunctionalization elaborates aromatization-driven radical C-C functionalization unactivated aliphatic ketones construct diverse cyclic structures functionality tolerance.
Language: Английский
Citations
16
Chemical Science, Journal Year: 2024, Volume and Issue: unknown
Published: Jan. 1, 2024
The Sonogashira-like alkynylation of alkyl halides is achieved by a photocatalytic approach exploiting amine-ligated boryl radicals as halogen-atom transfer mediators in combination with alkynyl sulfones SOMOphilic reagents.
Language: Английский
Citations
5
Chemical Reviews, Journal Year: 2025, Volume and Issue: unknown
Published: April 22, 2025
Fluorine and nitrogen form a successful partnership in organic synthesis, medicinal chemistry, material sciences. Although fluorine-nitrogen chemistry has long rich history, this field received increasing interest made remarkable progress over the past two decades, driven by recent advancements transition metal organocatalysis photochemistry. This review, emphasizing contributions from 2015 to 2023, aims update state of art synthesis applications nitrogen-based organofluorine functional molecules chemistry. In dedicated sections, we first focus on fluorine-containing reagents organized according type groups attached nitrogen, including N-F, N-RF, N-SRF, N-ORF. review also covers nitrogen-linked building blocks, catalysts, pharmaceuticals, agrochemicals, underlining these components' broad applicability growing importance modern
Language: Английский
Citations
0
Elsevier eBooks, Journal Year: 2025, Volume and Issue: unknown
Published: Jan. 1, 2025
Language: Английский
Citations
0
Organic Letters, Journal Year: 2023, Volume and Issue: 25(33), P. 6200 - 6205
Published: Aug. 14, 2023
Herein, we demonstrate the synthesis and characterization of bench stable tri/difluoromethylating reagents their potential applications in redox neutral hydro tri/difluoromethylation alkenes enabled by visible light. The new are obtained on a gram-scale through simply cyclocondensation commercially available anthranilamide with phenyltrifluoro or difluoromethyl ketone. Preliminary mechanistic studies indicated that canonical photoredox catalytic cycle is being operative. DFT support this further reveal deprotonation occurs before radical cleavage. also show better yield HCF2 reagent attributed to favorable expulsion corresponding moiety.
Language: Английский
Citations
10