Visible-light photoredox catalyzed cyclization of aryl alkynoates for the synthesis of trifluoromethylated coumarins
Sign Up to like & getrecommendations! Published in 2018 at "Catalysis Communications"
DOI: 10.1016/j.catcom.2018.06.009
Abstract: Abstract A strategy for the synthesis of coumarin derivatives via visible-light photoredox catalysis has been developed using fac-Ir(ppy)3 as the photocatalyst under mild conditions. Trifluoromethanesulfonyl chloride is utilized as the trifluoromethylation reagent, which is cheap… read more here.
Keywords: cyclization; light photoredox; visible light; photoredox catalyzed ... See more keywords
Photoredox-catalyzed deoxyfluorination of activated alcohols with Selectfluor®.
Sign Up to like & getrecommendations! Published in 2019 at "Tetrahedron"
DOI: 10.1016/j.tet.2019.05.043
Abstract: Herein we disclose a deoxyfluorination of alcohols with an electrophilic fluorine source via visible-light photoredox catalysis. This radical-mediated C-F coupling is capable of fluorinating secondary and tertiary alcohols efficiently, complementing previously reported nucleophilic deoxyfluorination protocols. read more here.
Keywords: deoxyfluorination; alcohols selectfluor; catalyzed deoxyfluorination; deoxyfluorination activated ... See more keywords
Photoredox-Catalyzed Addition of Dibromofluoromethane to Alkenes: Direct Synthesis of 1-Bromo-1-fluoroalkanes.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c00639
Abstract: Reported herein is a direct and efficient route to 1-bromo-1-fluoroalkanes through the reaction of unactivated alkenes with dibromofluoromethane under photoredox catalysis. The key to the success of these addition reactions is the employment of a… read more here.
Keywords: catalyzed addition; bromo fluoroalkanes; bromo; dibromofluoromethane ... See more keywords
Visible-Light-Driven Photoredox-Catalyzed Three-Component Radical Cyanoalkylfluorination of Alkenes with Oxime Esters and a Fluoride Ion.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c02686
Abstract: A metal-free, photoredox-catalyzed three-component cyanoalkylfluorination of alkenes under mild and redox-neutral conditions is reported. This protocol features use of readily available alkenes, oxime esters, and cost-effective nucleophilic fluoride reagents, giving diverse cyanoalkylfluorinated products with generally… read more here.
Keywords: catalyzed three; three component; cyanoalkylfluorination; photoredox catalyzed ... See more keywords
Photoredox-Catalyzed Difunctionalization of Unactivated Olefins for Synthesizing Lactam-Substituted gem-Difluoroalkenes.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c03329
Abstract: Herein, the synthesis of lactam-substituted gem-difluoroalkenes has been developed through a photoredox-catalyzed radical cascade reaction. This developed photoredox-catalyzed, Brønsted base-assisted intramolecular 5-exo-trig cyclization/intermolecular radical addition/β-fluoride elimination reaction offers a simple method for producing lactam, carbamate,… read more here.
Keywords: gem difluoroalkenes; photoredox catalyzed; lactam substituted; substituted gem ... See more keywords
Photoredox-Catalyzed Allylic Defluorinative Alkoxycarbonylation of Trifluoromethyl Alkenes through Intermolecular Alkoxycarbonyl Radical Addition.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.1c04359
Abstract: The gem-difluoroalkene moiety is an ideal carbonyl bioisostere in medicinal chemistry, but efficient synthesis of β-gem-difluoroalkene esters remains challenging so far. Herein, we disclose a photoredox-catalyzed allylic defluorinative alkoxycarbonylation of trifluoromethyl alkenes enabled by intermolecular… read more here.
Keywords: allylic defluorinative; defluorinative alkoxycarbonylation; alkoxycarbonylation trifluoromethyl; catalyzed allylic ... See more keywords
Photoredox-Catalyzed C-H Trideuteromethylation of Quinoxalin-2(1H)-ones with CDCl3 as the "CD3" source.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02439
Abstract: Herein, readily available and inexpensive CDCl3 was first identified as a new trideuteromethylation reagent under photoredox-catalyzed conditions. Thus, a facile photocatalytic protocol for the C-H trideuteromethylation of quinoxalin-2(1H)-one was achieved. This operationally straightforward transformation displays… read more here.
Keywords: catalyzed trideuteromethylation; quinoxalin ones; trideuteromethylation; trideuteromethylation quinoxalin ... See more keywords
Photoredox-Catalyzed Synthesis of β-Amino Alcohols: Hydroxymethylation of Imines with α-Silyl Ether as Hydroxymethyl Radical Precursor.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c03633
Abstract: Carbon-carbon bond formation is an efficient approach for the synthesis of amino alcohols using two simple starting materials. Herein, we present a novel method for a divergent synthesis of β-amino ethers and β-amino alcohols in… read more here.
Keywords: hydroxymethyl radical; amino alcohols; photoredox catalyzed; synthesis amino ... See more keywords
Photoredox-Catalyzed Chlorotrifluoromethylation of Arylallenes: Synthesis of a Trifluoromethyl Building Block.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.2c04214
Abstract: A new class of trifluoromethyl building blocks─2-trifluoromethyl allyl chlorides─have been obtained through a photoredox-catalyzed chlorotrifluoromethylation of aryl allenes. The reaction proceeded in a regio- and stereoselective manner. A trifluoromethylated analog of the flunarizine drug was… read more here.
Keywords: trifluoromethyl building; photoredox catalyzed; catalyzed chlorotrifluoromethylation;
Photoredox-Catalyzed Redox-Neutral Decarboxylative C-H Acylations of Coumarins with α-Keto Acid.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c00632
Abstract: A novel and green photocatalytic strategy for the synthesis of C-4-acylated coumarins with α-keto acids and 3-nitrocoumarin has been developed. This operationally simple protocol works under mild reaction conditions, providing convenient access to 4-acyl coumarin… read more here.
Keywords: coumarins keto; decarboxylative acylations; neutral decarboxylative; redox neutral ... See more keywords
Photoredox-Catalyzed Multicomponent Synthesis of Functionalized γ-Amino Butyric Acids via Reductive Radical Polar Crossover.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c00991
Abstract: Multicomponent radical polar crossover (RPC) reactions are useful for leveraging both radical and polar bond-forming steps to rapidly build molecular complexity in a single transformation. However, multicomponent RPC reactions that utilize carbonyl π-bond electrophiles are… read more here.
Keywords: functionalized amino; polar crossover; amino butyric; photoredox catalyzed ... See more keywords