The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(12), P. 8342 - 8356
Published: May 31, 2024
A mild and transition-metal-free defluorinative alkylation of benzyl amines with trifluoromethyl alkenes is reported. The features this protocol are easy-to-obtain starting materials, a wide range substrates, functional group tolerance as well high atom economy, thus offering strategy to access variety
Language: Английский
ACS Catalysis, Journal Year: 2024, Volume and Issue: 14(17), P. 13451 - 13496
Published: Aug. 26, 2024
Alcohols are abundant with versatile structural variety and have ample use as pivotal functional groups in numerous organic processes. Because of their frequent occurrence enumerable natural products, bioactive molecules, medicinal components, alcohol functionalities provide a promising scope research to advance the operational diversity for improving clinical success. Recent years witnessed design modern C–C C–heteroatom bond-forming approaches easily accessible commercially available unactivated aliphatic alcohols native adaptive sp3 handles, hence offering groundbreaking transformative pathways functionalization complex molecular architectures. The judicial application appropriate activating generate alkyl radical from through C–O bond fragmentation employ it potential alkylating agent unfolds unique synthetic strategies, thereby replacing obvious requirement halides. This review elaborately discusses recent trends regarding using C(sp3)-centered various chemical transformations by exploiting different activation modes disrupter under photoredox catalysis. presentation is organized nature scaffolds, kind formation, progress achieved this domain since original discovery providing illustrative examples mechanistic details, focus on difficulties future prospects.
Language: Английский
Citations
9
The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(15), P. 10614 - 10623
Published: July 25, 2024
A photocatalyst-free and EDA complex-enabled radical cascade cyclization reaction of inactive alkenes with bromodifluoroacetamides was reported for the divergent synthesis fluorine-containing tetralones quinazolinones. In this transformation, persulfates as electron donors difluoro bromamide acceptors generate complex. This is a promising photochemical method advantages such mild conditions, simple operation, being metal-free, excellent functional group tolerance.
Language: Английский
Citations
6
The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(9), P. 6334 - 6344
Published: April 15, 2024
A one-pot strategy for deoxygenative alkylation of alcohols with quinoxalin-2(1H)-ones was developed by using xanthate salts as alcohol-activating groups radical generation in the presence tricyclohexylphosphine under visible-light-promoted conditions. The remarkable features this reaction include a broad substrate scope, excellent functional group tolerance, mild conditions, and simple operation. Moreover, synthetic utility validated success two-step reactions, scale-up synthesis, chemoselective monodeoxygenation diols.
Language: Английский
Citations
5
Organic Letters, Journal Year: 2023, Volume and Issue: 25(35), P. 6571 - 6576
Published: Aug. 30, 2023
A practical and precise method for visible-light-promoted deoxygenative deuteration of common aliphatic alcohols using D2O as the deuterium source is reported. Upon intermediacy xanthate anions, a variety primary, secondary, tertiary can be facilely transformed into deuterioalkanes with excellent D-incorporation at predicted sites. The deoxygenation sequence catalyzed by in situ formed deuterated 2-mercaptopyridine, which plays dual roles atom transfer catalyst an electron shuttle well.
Language: Английский
Citations
12
Asian Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 13(3)
Published: Jan. 8, 2024
Abstract An efficient and practical method for the synthesis of (β‐trifluoromethyl‐β‐aryl)ethyl 2‐pyridyl thioethers via hydrothiolation α‐(trifluoromethyl)styrenes with pyridine‐2(1 H )‐thione was reported. The reaction proceeded smoothly regioselectively in an anti‐Markovnikov manner assistance DBU afforded a variety trifluoromethyl‐containing moderate to good yields.
Language: Английский
Citations
3
Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(11), P. 3124 - 3130
Published: Jan. 1, 2024
A metal-free method for the synthesis of ketones via a visible-light induced denitrogenative alkylation vinyl azides with alkyl radicals is presented.
Language: Английский
Citations
3
European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(17)
Published: March 29, 2024
Abstract gem ‐Difluoroalkenes are unique structural motifs with important applications ranging from drugs to materials. Herein, we report a novel radical‐mediated defluorinative allylation of sulfamate esters through distal C(sp 3 )−H functionalization under photoredox conditions. The reaction could readily incorporate various ‐difluoroalkene into previously unfunctionalized sp carbon centers. transformation allows directly dual activation N−H and bonds via photocatalytic redox‐neutral process, as well using water environmentally friendly co‐solvent. provide general operationally simple method access compounds high diversity.
Language: Английский
Citations
2
The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(12), P. 8342 - 8356
Published: May 31, 2024
A mild and transition-metal-free defluorinative alkylation of benzyl amines with trifluoromethyl alkenes is reported. The features this protocol are easy-to-obtain starting materials, a wide range substrates, functional group tolerance as well high atom economy, thus offering strategy to access variety
Language: Английский
Citations
1