Chemical Communications, Journal Year: 2024, Volume and Issue: 60(60), P. 7741 - 7744
Published: Jan. 1, 2024
A mild hydroazidation of trifluoromethyl alkenes with trimethylsilyl azide through organic photoredox catalysis was developed, delivering a series valuable β-CF 3 -azides exclusive selectivity.
Language: Английский
Journal of the American Chemical Society, Journal Year: 2023, Volume and Issue: 145(33), P. 18497 - 18505
Published: Aug. 9, 2023
A visible light-induced palladium-catalyzed homologative three-component synthesis of allylic amines has been developed. This protocol proceeds
Language: Английский
Citations
33
Advanced Science, Journal Year: 2024, Volume and Issue: 11(12)
Published: Jan. 17, 2024
Abstract The transient electron donor–acceptor (EDA) complex has been an emerging area in the photoinduced organic synthesis field, generating radicals without exogenous transition‐metal or dye‐based photoredox catalysts. catalytic platform to form suitable photoactive EDA complexes for photochemical reduction reactions remains underdeveloped. Herein, a general reductive alkylation via strategy is described. A simple yet multifunctional system, triphenylphosphine and iodide salt, promotes decarboxylative hydroalkylation, defluorinative of trifluoromethyl alkenes, access alkanes gem ‐difluoroalkenes. Moreover, hydroalkylation can be applied more kinds electron‐deficient alkenes as Giese addition reaction.
Language: Английский
Citations
9
Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)
Published: July 28, 2024
The fluoroalkyl-containing organic molecules are widely used in drug discovery and material science. Herein, we report ligand regulated nickel(0)-catalyzed regiodivergent hydrosilylation of α-(fluoroalkyl)styrenes without defluorination, providing an atom- step-economical synthesis route two types fluoroalkyl substituted silanes with exclusive regioselectivity. anti-Markovnikov addition products (β-fluoroalkyl silanes) formed monodentate phosphine ligand. Noteworthy, the bidentate promote generation more challenging Markovnikov (α-fluoroalkyl tetrasubstituted saturated carbon centers. This protocol features easy available starting materials commercially nickel catalysis, a wide range substrates excellent structure divergent undergo variety transformations. Comprehensive mechanistic studies including inverse kinetic isotope effects demonstrate regioselectivity controlled by through α-CF3 intermediate. DFT calculations reveal distinctive mechanism involving open-shell singlet state, which is crucial for generating intricate tetra-substituted products. authors defluorination.
Language: Английский
Citations
9
Organic Letters, Journal Year: 2023, Volume and Issue: 25(8), P. 1336 - 1341
Published: Feb. 23, 2023
A concise Fe-catalyzed alkylazidation of α-trifluoromethylalkenes via a C–C bond cleavage/radical addition/azidation cascade is described. This protocol features broad substrate scope, excellent functional group compatibility, and the ability to be performed on gram scale, thus offering practical step-economic approach synthetically useful tertiary α-trifluoromethyl azides.
Language: Английский
Citations
13
Chinese Journal of Chemistry, Journal Year: 2023, Volume and Issue: 41(15), P. 1783 - 1790
Published: April 10, 2023
Comprehensive Summary Alcohols as among the most widely occurring organic compounds known, deoxygenative transformations of free alcohols partners in radical addition reactions remain formidable challenges with great opportunities to achieve new and useful transformations. Herein, we report a protocol via C—O bond cleavage C—C bond‐forming reaction trifluoromethyl alkenes assisted by titanium reagents strategy, enabling divergent synthesis for functional‐group‐rich organofluorinated high efficiencies. In this transformation, tertiary Ti‐catalysis could be converted alkanes without defluorination acidic conditions, while benzyl are employed Ti‐mediated activation supply gem ‐difluoroalkenes presence base. This is applicable broad range good functional group tolerance variety (including primary, secondary, alcohols), scalable gram level. Remarkably, utility demonstrated several derivatizations late‐stage functionalization drug molecules. The successful applications scale up molecules demonstrate its potential synthetic value discovery settings.
Language: Английский
Citations
11
Journal of Catalysis, Journal Year: 2024, Volume and Issue: 436, P. 115589 - 115589
Published: June 4, 2024
Language: Английский
Citations
4
Journal of Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 116106 - 116106
Published: March 1, 2025
Language: Английский
Citations
0
ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 6555 - 6562
Published: April 7, 2025
Language: Английский
Citations
0
Chemical Communications, Journal Year: 2022, Volume and Issue: 58(100), P. 13915 - 13918
Published: Jan. 1, 2022
Herein we reported the use of Earth-abundant iron as catalytic metal in presence Mn to induce difluorobromoacetates form carbon radicals, which reacted with trifluoromethyl olefins followed by β-F elimination generate corresponding gem-difluoroolefins. The cross-electrophile coupling displayed excellent functional group tolerance and broad substrate scope under mild reductive conditions, affording a large number polyfluorinated compounds, could be further transformed other valuable molecules.
Language: Английский
Citations
16
Chemistry - An Asian Journal, Journal Year: 2023, Volume and Issue: 18(10)
Published: April 8, 2023
Abstract A novel and facile method for the synthesis of N ‐β‐CF 3 ‐substituted 2‐pyridones via hydroamination α‐(trifluoromethyl)styrenes with was described. The reaction proceeded smoothly at room temperature, affording a variety ‐(β‐trifluoromethyl‐β‐arylethyl)pyridin‐2(1 H )‐ones in moderate to good yields excellent ‐regioselectivity.
Language: Английский
Citations
10