ACS Catalysis, Journal Year: 2024, Volume and Issue: unknown, P. 18237 - 18246
Published: Nov. 26, 2024
Language: Английский
Organic Letters, Journal Year: 2025, Volume and Issue: unknown
Published: Jan. 27, 2025
We demonstrate here an efficient and facile Ni-catalyzed electrochemical cross-electrophile thiolation approach for readily available alkyl alcohols with pyridyl thioesters. This C(sp3)–S bond-forming modular strategy displays extensive substrate adaptability good functional group tolerance, which allows the production of a range sulfides specific chemoselectivity. Furthermore, potential applications this methodology are illustrated by last-stage modification bioactive molecules sulfinylative cross-couplings. Preliminary mechanistic experiments support radical process.
Language: Английский
Citations
0
Organic Letters, Journal Year: 2025, Volume and Issue: unknown
Published: Feb. 27, 2025
The functionalization of N-acylsulfenamides is a research focus in organosulfur chemistry, as the N-S array has unique properties and versatile applications. Although great progress been made S-functionalization, N-functionalization, especially N-arylation N-acylsulfenamides, rarely explored because lower nucleophilicity N-site. Herein, we report Brønsted acid-catalyzed regioselective reaction with o-quinone diimides. Under mild metal-free conditions, wide range N-arylated have prepared good yields excellent regioselectivity. ease gram-scale synthesis transformations into useful sulfonamides demonstrates their synthetic practicality.
Language: Английский
Citations
0
CHINESE JOURNAL OF CATALYSIS (CHINESE VERSION), Journal Year: 2025, Volume and Issue: 69, P. 249 - 258
Published: Feb. 1, 2025
Language: Английский
Citations
0
Organic Letters, Journal Year: 2025, Volume and Issue: unknown
Published: April 17, 2025
The construction of C-S bonds has garnered significant interest due to the ubiquitous presence organosulfur compounds in natural products and bioactive molecules. Herein, we report a one-pot, stepwise desulfuration strategy employing trisulfides as precursors for synthesis unsymmetrical dialkylthioethers. Our study demonstrates that copper powder facilitates conversion into disulfides, which subsequently undergo nickel-catalyzed reductive coupling afford desired products. This approach provides practical, odorless, broadly applicable method
Language: Английский
Citations
0
Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 11(3), P. 646 - 653
Published: Nov. 7, 2023
N -Sulfenyl phthalimides as efficient radicalophile reagents is herein reported to enable the Markovnikov hydrothiolation of unactivated alkenes by cobalt catalysis with exclusive regio-selectivity and wide functional group tolerance.
Language: Английский
Citations
10
Chemical Communications, Journal Year: 2023, Volume and Issue: 59(21), P. 3107 - 3110
Published: Jan. 1, 2023
The Sc(III)-catalyzed [2,3]-sigmatropic rearrangement of sulfonium ylides derived from azoalkenes has been established. Owing to the absence a carbenoid intermediate, this protocol represents first non-carbenoid variant Doyle-Kirmse reaction. Under mild conditions, variety tertiary thioethers have readily prepared in good excellent yields.
Language: Английский
Citations
9
Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(33)
Published: June 17, 2023
Transition metal-catalyzed C-S cross-coupling has emerged as an important strategy to furnish thioethers; however, the dominant utilization of noble metal catalysts well construction challenging C(sp3 )-S bonds by transition metal-catalysis remain highly problematic. Earth-abundant manganese gathered increasing interest attractive catalyst for new reaction development; nevertheless, catalysis not been reported. Herein, we disclose a efficient manganese-catalyzed redox-neutral thiolation broad range alkyl halides with thioformates practical sulfuration agents. Strategically, employing easily synthesized thiyl radical precursors allows access various aryl and thioethers in good excellent yields. Notably, this method avoids strong bases, external ligands, forcing conditions, stoichiometric manganese, thus presenting apparent advantages, such substrate scope, functional group compatibility, mild conditions. Finally, utilities are also illustrated downstream transformations late-stage structurally complex natural products pharmaceuticals.
Language: Английский
Citations
9
The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(22), P. 15767 - 15771
Published: Nov. 3, 2023
A dithiolation of alkenyl sulfonium salts with arylthiols is described, affording a series 1,2-dithioalkanes in high yields. This protocol features mild and catalyst-free conditions involves the formation two C–S bonds sequentially via regioselective addition an arylthiol to unsaturated C═C bonds, followed by attack another form exclusively.
Language: Английский
Citations
9
Organic Letters, Journal Year: 2024, Volume and Issue: 26(20), P. 4340 - 4345
Published: May 14, 2024
An unconventional [1 + 1 1] annulation process was developed for the construction of β,β-dithioketones by merging C–C and C–S bond cleavage. In this reaction, rongalite concurrently served as triple C1 units, dual sulfur(II) synthons, a reductant first time. Mechanism investigation indicated that reaction involved self-mediated valence state change rongalite. By performing step-economical method, challenging C5-substituted 1,3-dithiane can be achieved under mild simple conditions.
Language: Английский
Citations
3
Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)
Published: Sept. 14, 2024
Language: Английский
Citations
3