Photoredox/Copper Dual-Catalyzed Benzylic C-H Esterification via Radical-Polar Crossover.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00763
Abstract: Herein, we report a distinctive photoredox/copper dual-catalyzed esterification of benzylic C-H bonds through the combination of photoredox-mediated hydrogen atom transfer and Cu(II)-mediated radical-polar crossover. This methodology demonstrates a high functional group tolerance (>40 examples) and… read more here.
Keywords: polar crossover; dual catalyzed; copper dual; photoredox copper ... See more keywords
Synthesis of Indeno[1,2-c]furans via Cobalt-Catalyzed Radical-Polar Crossover [3 + 2] Cycloaddition of o-Alkynylaryl β-Dicarbonyls.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c03297
Abstract: Fused polycyclic furans are privileged structural scaffolds in materials chemistry, including organic semiconductors. Specifically, indeno[1,2-c]furans are an interesting type of polycyclic furans featuring a fused furan and indenone framework. Unfortunately, limited studies on their photophysical… read more here.
Keywords: cobalt catalyzed; polar crossover; catalyzed radical; indeno furans ... 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
Hydroarylation of Arenes via Reductive Radical-Polar Crossover.
Sign Up to like & getrecommendations! Published in 2020 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.0c03926
Abstract: A photocatalytic system for the dearomative hydroarylation of benzene derivatives has been developed. Using a combination of an organic photoredox catalyst and an amine reductant, this process operates through a reductive radical-polar crossover mechanism where… read more here.
Keywords: hydroarylation; radical polar; polar crossover; reductive radical ... See more keywords
Radical-Polar Crossover Catalysis with a d0 Metal Enabled by a Redox-Active Ligand.
Sign Up to like & getrecommendations! Published in 2022 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.2c09114
Abstract: Radical-polar crossover mechanisms are invoked in numerous late transition metal and photocatalyzed reactions. To the best of our knowledge, reductive radical-polar crossover mechanisms are not invoked for group 3 early transition metals due to their… read more here.
Keywords: polar crossover; metal; redox active; radical polar ... See more keywords
A three-component difunctionalization of N-alkenyl amides via organophotoredox radical-polar crossover.
Sign Up to like & getrecommendations! Published in 2022 at "Chemical communications"
DOI: 10.1039/d2cc04101d
Abstract: Herein, we report a three-component organophotoredox coupling of N-alkenyl amides with α-bromocarbonyls and various nucleophiles. This transition metal-free difunctionalization protocol installs sequential C-C and C-Y (Y = S/O/N) bonds in alkenes. This reaction works with… read more here.
Keywords: amides via; difunctionalization; polar crossover; alkenyl amides ... See more keywords
Photoredox Radical/Polar Crossover Enables C-H gem-Difunctionalization of 1,3-Benzodioxoles for the Synthesis of Monofluorocyclohexenes
Sign Up to like & getrecommendations! Published in 2023 at "Chemical Science"
DOI: 10.1039/d3sc00912b
Abstract: A photocatalytic C–H gem-difunctionalization of 1,3-benzodioxoles with two different alkenes for the synthesis of highly functionalized monofluorocyclohexenes is described. Using 4CzIPN as the photocatalyst, the direct single electron oxidation of 1,3-benzodioxoles allows their defluorinative coupling… read more here.
Keywords: radical polar; polar crossover; difunctionalization benzodioxoles; gem difunctionalization ... See more keywords