Progress in heterocyclic chemistry, Journal Year: 2023, Volume and Issue: unknown, P. 569 - 628
Published: Jan. 1, 2023
Language: Английский
Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(11), P. 2773 - 2781
Published: Jan. 1, 2023
A regio- and enantioselective radical three-component coupling of 1,3-enynes, oxime esters, carboxylic acids through photoinduced copper catalysis is reported.
Language: Английский
Citations
21
Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(19), P. 3211 - 3226
Published: Aug. 26, 2023
Abstract Nitrogen radicals are one of the most useful reactive intermediates for selective transposition via intramolecular hydrogen atom transfer (HAT). The Hofmann‐Löffler‐Freytag (HLF) reaction is a distinctive radical‐based approach in which nitrogen used remote C−H bond functionalization HAT. Due to its excellent regioselectivity and atomic economy, HLF represents new preparation valuable functional molecules. In this review, we provide brief overview recent research advances mediated HLF‐type reactions involving intermolecular cyclization, δ ‐site functionalization.
Language: Английский
Citations
20
Organic Letters, Journal Year: 2025, Volume and Issue: unknown
Published: March 12, 2025
Medium-sized rings show great potential in medicinal chemistry but are difficult to achieve via direct cyclization reaction. We herein report a versatile and mild photocatalytic approach for synthesis of medium- large-sized vinyl N-heterocycles by radical-mediated sulfonamides with pendant 1,3-dienes. The reaction involves the generation radicals from alkyl halides π-allylpalladium species. This method could serve as platform construction Pd catalysis.
Language: Английский
Citations
0
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
European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(13)
Published: Feb. 15, 2024
Abstract Direct C−H functionalization is an important strategy for the rapid synthesis of valuable organic molecules. Radical‐involved remote C(sp 3 )‐H based on hydrogen atom transfer (HAT) becomes method enabling selective direct transformation bonds at specific distal position(s). In recent years, copper‐catalyzed fluoroamide‐directed bond through intramolecular HAT has served as a robust and elegant assembly variety functionalized (sulfon)amides related derivatives. This review focuses advances in this area. These transformations proceed effectively with high selectivities good functional group compatibility under mild conditions.
Language: Английский
Citations
3
European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(17)
Published: March 29, 2024
Abstract gem ‐Difluoroalkenes are unique structural motifs with important applications ranging from drugs to materials. Herein, we report a novel radical‐mediated defluorinative allylation of sulfamate esters through distal C(sp 3 )−H functionalization under photoredox conditions. The reaction could readily incorporate various ‐difluoroalkene into previously unfunctionalized sp carbon centers. transformation allows directly dual activation N−H and bonds via photocatalytic redox‐neutral process, as well using water environmentally friendly co‐solvent. provide general operationally simple method access compounds high diversity.
Language: Английский
Citations
2
Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(13), P. 3724 - 3728
Published: Jan. 1, 2024
A concise radical-mediated [5 + 2] annulation reaction is developed for the synthesis of alkene/alkyne-containing 7-membered lactones.
Language: Английский
Citations
2
European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 26(31)
Published: June 19, 2023
Abstract Herein we reported an efficient photoredox‐catalyzed reaction for site‐selective C(sp 3 )−H functionalization of carboxamides with silyl enol ethers as radical acceptors. The proceeded through amidyl radical‐directed 1,5‐hydrogen atom transfer (1,5‐HAT) and )−C(sp ) bond formation via addition ethers. process features mild conditions high functional‐group tolerance, allowing the preparation a series pendant carbonyl moieties.
Language: Английский
Citations
6
Organic Letters, Journal Year: 2023, Volume and Issue: 25(25), P. 4632 - 4637
Published: June 14, 2023
Herein, by exploiting different activation modes of fluoroamides, we achieved α- and δ-C(sp3)-H alkylation nitroalkanes with switchable regioselectivity. Cu catalysis enabled the interception a distal C-centered radical N-centered to couple unactivated δ-C-H bonds. In addition, imines generated in situ fluoroamides were trapped realize α-C-H amides. Both those scalable protocols have broad substrate scopes good functional group tolerance.
Language: Английский
Citations
5
Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(15), P. 3870 - 3874
Published: Jan. 1, 2023
A concise photoredox-catalyzed [5 + 2] annulation reaction is developed for the synthesis of alkene/alkyne-containing oxepanes.
Language: Английский
Citations
5