Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(16), P. 4441 - 4446
Published: Jan. 1, 2022
Metal-free radical carboselenation of terminal alkynes is developed for the synthesis ( E )-γ-seleno-substituted allyl nitriles with excellent regioselectivity and stereoselectivity.
Language: Английский
Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(11), P. 2830 - 2848
Published: Jan. 1, 2023
Recent advances in the electrochemical generation of 1,3-dicarbonyl radicals from C–H bonds and their mechanistic insights synthetic applications have been summarized.
Language: Английский
Citations
79
The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(19), P. 13610 - 13621
Published: Sept. 11, 2023
An electrophilic spirocyclization of N-benzylacrylamides with N-halosuccinimides (NXS) as the halogenating reagents has been developed. This reaction is carried out at room temperature under simple conditions without relying on metal reagents, photochemistry, or electrochemistry, providing a fast and efficient route to synthesize wide variety 4-halomethyl-2-azaspiro[4.5]decanes satisfactory yields. The approach further highlighted through gram-scale synthesis diverse transformations spiro products.
Language: Английский
Citations
55
Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(14), P. 3585 - 3590
Published: Jan. 1, 2023
An organophotoelectrochemical approach for silylation cyclization of CF3-substituted N -arylacrylamides with organosilanes under transition-metal-free and oxidant-free conditions has been developed.
Language: Английский
Citations
44
Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: 42(16), P. 1913 - 1928
Published: April 24, 2024
Comprehensive Summary Organic fluorine compounds are ubiquitous and pivotally important organic molecules, yet their activation transformation have long been a formidable challenge due to the high energy low reactivity of C—F bonds. electrosynthesis, an environmentally benign synthetic method in chemistry, enables myriad chemical transformations without need for external redox reagents. In recent years, electrochemistry has emerged as powerful tool achieving bonds fluorine‐containing compounds. This review aims succinctly recapitulate latest advancements electrochemical defluorinative delve into reaction design, mechanistic insights, developmental prospects these methods. Key Scientists 1959, Lund was first pioneer electroreduction CF 3 CH group. Electrochemistry lately provided new opportunities efficient conversion fluorides. 2020, Zhou coworkers discovered carboxylation α‐CF alkenes. Lambert colleagues reported electrophotocatalytic amination aryl Electrochemical hydrodefluorination trifluoromethylketones developed by Lennox 2021. same year, Wang Guo disclosed radical alkylation alkenes with Katritzky salts alkyl precursors. Subsequently, Wu Liao described transition‐metal‐free, site‐selective arylation polyfluoroarenes (het)arenes using paired electrophotocatalysis. 2023, numerous efforts were made achieve bond activation. Xia organoboron‐controlled chemoselective sequential (deutero)hydrodefluorination trifluoroacetamides.
Language: Английский
Citations
26
Green Chemistry, Journal Year: 2024, Volume and Issue: 26(4), P. 2157 - 2161
Published: Jan. 1, 2024
An electrochemical epoxidation of unactivated olefins with water as the source oxygen has been developed.
Language: Английский
Citations
23
Chinese Journal of Chemistry, Journal Year: 2023, Volume and Issue: 41(22), P. 2963 - 2968
Published: June 24, 2023
Comprehensive Summary A photoelectrochemical approach for the C—H silylation of heteroarenes through dehydrogenation cross‐coupling with H 2 evolution has been developed. The depends on hydrogen atom transfer (HAT) from silanes to Cl‐radical generated light‐induced homolytic cleavage Cl , in which was produced by electrochemical oxidation chloride. large number silylated heterocyclic molecules are rapidly constructed satisfactory yields without relying oxidants and metal reagents.
Language: Английский
Citations
39
Green Chemistry, Journal Year: 2023, Volume and Issue: 25(19), P. 7485 - 7507
Published: Jan. 1, 2023
The recent advances on the electrochemical selenofunctionalization of unsaturated C–C bonds were comprehensively summarized in this review.
Language: Английский
Citations
32
Green Chemistry, Journal Year: 2024, Volume and Issue: 26(7), P. 4199 - 4208
Published: Jan. 1, 2024
A new photoelectrocatalytic mode permits the synthesis of polycyclic pyrimidin-4-ones through dehydrogenative cyclization malonates with unactivated alkenes.
Language: Английский
Citations
15
The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(6), P. 4074 - 4084
Published: Feb. 23, 2024
Herein, an oxidant- and metal-free electrochemical selenylation reaction of chalcones with diselenides for the synthesis 3-selenylazaflavanones 3-selenylflavanones at room temperature was reported. The method proceeded under mild conditions, exhibited a broad substrate scope, provided selenylated products in moderate to excellent yields high regio- stereoselectivity. could also be readily scaled up efficiency. Detailed mechanistic studies through control experiments disclosed that selenium-based radical might participate this transformation.
Language: Английский
Citations
10
The Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 87(13), P. 8697 - 8708
Published: June 9, 2022
An electrochemical dearomatizing spirocyclization of alkynes with dimethyl 2-benzylmalonates for the preparation spiro[4.5]deca-trienones has been developed. This approach adopts ferrocene (Cp2Fe) as an electrocatalyst to produce carbon-centered radical intermediates from C–H-based malonates, which obviates forthputting noble-metal reagents, sacrificial chemical oxidants and 2-bromomalonates. A wide variety spiro compounds are efficiently prepared satisfactory results under mild conditions.
Language: Английский
Citations
33