Green Chemistry, Journal Year: 2022, Volume and Issue: 24(24), P. 9373 - 9401
Published: Jan. 1, 2022
This review covers the recent progress in electrochemically enabled radical-mediated aryl/alkenyl C(sp 2 )–C(sp 3 ) cross-coupling reactions, including synthetic strategies, plausible mechanisms and further research outlook.
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
80
Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(49)
Published: Aug. 22, 2023
Abstract Much progress has been made in the development of methods to both create compounds that contain C−F bonds and functionalize bonds. As such, are becoming common versatile synthetic functional handles. This review summarizes advantages defluorinative functionalization reactions for small molecule synthesis. The coverage is organized by type carbon framework fluorine attached mono‐ polyfluorinated motifs. main challenges, opportunities advances discussed each class organofluorine. Most text focuses on case studies illustrate how defluorofunctionalization can improve routes targets or properties enable unique mechanisms reactions. broader goal showcase incorporating exploiting design routes, improvement specific advent new methods.
Language: Английский
Citations
59
Green Chemistry, Journal Year: 2023, Volume and Issue: 25(9), P. 3543 - 3548
Published: Jan. 1, 2023
An electrochemical electrophilic bromination/spirocyclization of N -benzyl-acrylamides to brominated 2-azaspiro[4.5]decanes with 2-bromoethan-1-ol as the brominating reagent has been developed.
Language: Английский
Citations
50
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
Chemical Communications, Journal Year: 2024, Volume and Issue: 60(42), P. 5502 - 5505
Published: Jan. 1, 2024
An organophotoelectrocatalytic method for the C(sp 2 )–H alkylation of heteroarenes with unactivated 3 compounds via dehydrogenation cross-coupling was developed.
Language: Английский
Citations
28
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
Chemical Science, Journal Year: 2024, Volume and Issue: 15(8), P. 2712 - 2724
Published: Jan. 1, 2024
Frustrated Lewis pair (FLP) bond activation chemistry has greatly developed over the last two decades since seminal report of metal-free reversible hydrogen activation. Recently, FLP systems have been utilized to allow monoselective C-F (at equivalent sites) in polyfluoroalkanes. The problem 'over-defluorination' functionalization polyfluoroalkanes (where multiple fluoro-positions are uncontrollably functionalized) a long-standing chemical fluorocarbon for 80 years. mediated is complementary other solutions address and offers several advantages unique opportunities. This perspective highlights some these opportunities places development into context wider effort overcome 'over-defluorination'.
Language: Английский
Citations
20
Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(13), P. 3598 - 3623
Published: Jan. 1, 2022
The combination of visible light photoredox catalysis with direct difluoromethylation has allowed the synthesis a large choice CF 2 H-containing value-added molecules under very mild reaction conditions.
Language: Английский
Citations
65
Chemistry - An Asian Journal, Journal Year: 2021, Volume and Issue: 17(1)
Published: Nov. 26, 2021
With eco-friendly and sustainable CO2 -derived dimethyl carbonate as the sole solvent, visible-light-induced cascade radical reactions have been established a green efficient tool for constructing various CHF2 /CClF2 /CBrF2 -substituted ring-fused quinazolinones.
Language: Английский
Citations
59
Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(7), P. 2013 - 2055
Published: Jan. 1, 2022
We highlighted the recent advances in field of multiple-fold C–F bond functionalization for synthesis (hetero)cyclic compounds.
Language: Английский
Citations
47