RSC Advances, Journal Year: 2025, Volume and Issue: 15(15), P. 11582 - 11586
Published: Jan. 1, 2025
Generation of α-amino ketones: photocatalytic radical addition/acyl migration cascade processes were reported on reactions enamides with dihydroquinazolinones or acyl oxime acetates.
Language: Английский
Chemical Society Reviews, Journal Year: 2022, Volume and Issue: 51(4), P. 1415 - 1453
Published: Jan. 1, 2022
This review summarizes recent progress on using carboxylic acids directly as convenient precursors for the 1,4-radical conjugate addition (Giese) reaction.
Language: Английский
Citations
154
Journal of the American Chemical Society, Journal Year: 2022, Volume and Issue: 144(37), P. 17261 - 17268
Published: Sept. 7, 2022
Direct CAr-F arylation is effective and sustainable for synthesis of polyfluorobiaryls with different degrees fluorination, which are important motifs in medical material chemistry. However, no aid transition metals, the engagement bond activation has proved difficult. Herein, an unprecedented transition-metal-free strategy reported site-selective polyfluoroarenes simple (het)arenes. By merging N,N-bis(2,6-diisopropylphenyl)perylene-3,4,9,10-bis(dicarboximide)-catalyzed electrophotocatalytic reduction anodic nitroxyl radical oxidation cell, various polyfluoroaromatics (2F-6F 8F), especially inactive partially fluorinated aromatics, undergo sacrificial-reagents-free C-F high regioselectivity, yields comparable to those transition-metal catalysis. This atom- step-economic protocol features a paired electrocatalysis organic mediators both cathodic processes. The broad substrate scope good functional-group compatibility highlight merits this operationally strategy. Moreover, easy gram-scale late-stage functionalization collectively advocate practical value, would promote vigorous development fluorine
Language: Английский
Citations
56
Chemical Science, Journal Year: 2022, Volume and Issue: 13(24), P. 7256 - 7263
Published: Jan. 1, 2022
Various commercially available acyl chlorides, aldehydes, and alkanes were exploited for versatile three-component 1,2-carboacylations of alkenes to forge two vicinal C-C bonds through the cooperative action nickel sodium decatungstate catalysis. A wealth ketones with high levels structural complexity was rapidly obtained via direct functionalization C(sp2)/C(sp3)-H in a modular manner. Furthermore, regioselective late-stage modification natural products showcased practical utility strategy, generally featuring resource economy ample substrate scope.
Language: Английский
Citations
51
ACS Catalysis, Journal Year: 2022, Volume and Issue: 12(3), P. 1879 - 1885
Published: Jan. 20, 2022
Transition-metal-catalyzed cross-coupling reactions are a powerful tool to construct carbon–carbon bonds in modern synthetic chemistry. Chromium catalysis is much less developed compared with the widely used palladium and nickel catalysis. Herein, we reported an efficient flexible chromium-catalyzed radical diacylation of alkenes help visible-light photoredox catalysis, giving access valuable 1,4-, 1,6-, 1,7-diones under mild conditions. The utility this methodology was proven by converting diones diverse heterocycles. Furthermore, same dual system can be successfully applied dienes vinyl cyclopropanes. A possible mechanism alkene via photoredox/chromium proposed according control experiments DFT calculations.
Language: Английский
Citations
44
Organic Letters, Journal Year: 2022, Volume and Issue: 24(32), P. 6018 - 6023
Published: Aug. 10, 2022
We disclosed herein a straightforward photochemical method for the construction of phenanthridines containing synthetically useful succinate unit. The reaction occurred under visible-light irradiation with cheap eosin Y Na as photoredox catalyst and diazo compound precursor. Under optimal conditions, wide range were obtained in moderate to good yields. Note that units final heterocycles could be easily transformed into many valuable structures, such γ-butyrolactone, dihydrofuran-2(3H)-one, tetrahydrofuran. Mechanistic experiments performed support proposed mechanism.
Language: Английский
Citations
43
Science China Chemistry, Journal Year: 2022, Volume and Issue: 65(10), P. 1938 - 1944
Published: Sept. 2, 2022
Language: Английский
Citations
42
Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(18), P. 4488 - 4515
Published: Jan. 1, 2023
This review highlights the recent advances in radical acylated difunctionalization of unsaturated carbon–carbon bonds and focuses on mechanistic insights these transformations.
Language: Английский
Citations
31
Nature Catalysis, Journal Year: 2024, Volume and Issue: 7(10), P. 1065 - 1075
Published: Aug. 6, 2024
Language: Английский
Citations
13
ACS Catalysis, Journal Year: 2022, Volume and Issue: 12(20), P. 12984 - 12992
Published: Oct. 12, 2022
The synthesis of chiral ketones has been a long focus chemistry research. Enantioselective radical hydroacylation, as useful strategy to access various ketones, was restricted the reaction with β-substituted alkenes, in which β-stereocenter generated via stereocontrolled addition prochiral alkene. Herein, we realized highly enantioselective hydroacylation α-substituted α,β-unsaturated carbonyl compounds through direct hydrogen atom transfer presence photocatalyst anthraquinone and N,N′-dioxide/metal complexes. This mild, robust method provided facile wide array α-tertiary stereocenters by using readily available aldehyde reagent. Based on spectroscopy experiments control together DFT calculations, transfer/radical addition/enantioselective reverse sequence proposed.
Language: Английский
Citations
37
Nature Synthesis, Journal Year: 2022, Volume and Issue: 1(12), P. 923 - 935
Published: Nov. 7, 2022
Language: Английский
Citations
33