Green Chemistry, Journal Year: 2024, Volume and Issue: unknown
Published: Jan. 1, 2024
A photocatalytic methodology for the chemodivergent direct cross-coupling of simple alkanes with trifluoromethyl alkenes that enables selective formation gem -difluoroalkenes and is presented.
Language: Английский
Organic Letters, Journal Year: 2024, Volume and Issue: 26(12), P. 2511 - 2516
Published: March 20, 2024
This work demonstrates the synthesis of a variety perfluoroalkyl heterocycles via visible-light-driven radical-polar crossover cyclization strategy. In this process, single-electron reduction/SNV-type/cyclization sequences follow radical addition reaction diazoester, which differs from current role diazoesters as precursors/acceptors. transformation excellent functional group compatibility and allows for modification many bioactive molecules with diazoesters. Such could represent novel approach to photochemical diazo compounds.
Language: Английский
Citations
18
Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 11(3), P. 895 - 915
Published: Dec. 20, 2023
Photoinduced radical–polar crossover cyclization (RPCC) of bifunctional alkenes is high synthetic utility to produce cyclic products with precise alkene design. This review summarizes the recent representative advances in field RPC.
Language: Английский
Citations
23
Chem Catalysis, Journal Year: 2024, Volume and Issue: 4(5), P. 100945 - 100945
Published: March 5, 2024
Language: Английский
Citations
13
The Chemical Record, Journal Year: 2024, Volume and Issue: 24(3)
Published: Jan. 22, 2024
Abstract The increasing demand of organofluorine compounds in medicine, agriculture, and materials sciences makes sophisticated methods for their synthesis ever more necessary. Nowadays, not only the C−F bond formation but also selective cleavage readily available poly‐ or perfluorine‐containing have become powerful tools effective compounds. defluorinative cross‐coupling trifluoromethyl alkenes with various nucleophiles radical precursors an S N 2’ manner is a convergent route to access gem ‐difluoroalkenes, which turn react via V‐type reaction. If V reactions occur intramolecularly, dual allows facile assembly monofluorinated cyclic skeletons structural complexity diversity. In this personal account, we summarized advances field on basis coupling cyclization partners, including binucleophiles, alkynes, diradical bearing nucleophilic site. Accordingly, annulation can be achieved by base‐mediated sequential 2′/S reactions, transition metal catalyzed mediated photoredox catalysis, combination photocatalytic context seminal works others field, concise summary contributions authors offered.
Language: Английский
Citations
10
Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(14), P. 3974 - 3981
Published: Jan. 1, 2024
A defluorinative cyclization of readily available trifluoromethyl enones with phosphine oxides for the synthesis polysubstituted furans is developed in a pure water solution.
Language: Английский
Citations
8
Green Chemistry, Journal Year: 2023, Volume and Issue: 25(23), P. 9672 - 9679
Published: Jan. 1, 2023
A H 2 O-promoted and (NH 4 ) CO 3 -enabled defluoroiminization reaction of fluoroalkyl alkenes for the synthesis fluoroalkylated 1,5-diazapentadienes has been developed.
Language: Английский
Citations
15
Organic Letters, Journal Year: 2024, Volume and Issue: 26(28), P. 6030 - 6034
Published: July 8, 2024
A photoredox-catalyzed sequential decarboxylative/defluorinative aminoalkylation of CF3-alkenes with N-arylglycines is described. This metal-free and redox-neutral protocol provided efficient access to the monofluoroalkenyl-1,5-diamines in good yields excellent functional group compatibility. Mechanistic studies revealed that reaction proceeds via a radical pathway gem-difluoroalkenyl amine as an intermediate.
Language: Английский
Citations
5
Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: 42(12), P. 1360 - 1366
Published: Feb. 23, 2024
Comprehensive Summary The conversion of CF 3 ‐alkenes to gem ‐difluoroalkenes using reductive cross‐coupling strategy has received much attention in recent years, however, the use green and readily available reducing salt mediate these reactions remains be explored. In this work, a concise construction gem‐ difluoroalkenes, which requires neither catalyst nor metal agent, was established. Rongalite, safe inexpensive industrial product, employed as both radical initiator reductant. This procedure compatible with linear cyclic diaryliodonium salts, enabling wide variety substrates (>70 examples). utility approach demonstrated through gram‐scale synthesis efficient late‐stage functionalizations anti‐inflammatory drugs.
Language: Английский
Citations
4
Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(18), P. 5144 - 5150
Published: Jan. 1, 2024
A transition-metal-free multi-functionalization reaction of β-trifluoromethyl enones and azacycles is first developed for the synthesis valuable amino-2,3-dihydrofuran derivatives.
Language: Английский
Citations
4
Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: unknown
Published: Nov. 13, 2024
An intermolecular defluorinative vicinal diamination protocol employing fluoroalkenyl iodides and sulfonamides for the efficient synthesis of a series acyclic cyclic fluorinated 1,2-enediamines has been developed.
Language: Английский
Citations
4