Practical Access to Trisubstituted Morita‐Baylis‐Hillman‐Type Products Through Copper‐catalyzed Reductive Aldol Reactions of Alkynones
Sign Up to like & getrecommendations! Published in 2024 at "Asian Journal of Organic Chemistry"
DOI: 10.1002/ajoc.202400422
Abstract: We report a convenient and diastereoselective copper‐catalyzed reductive alkynone aldol addition to aldehydes, with pinacolborane as stoichiometric reductant, that results in the generation of densely functionalized, trisubstituted (Z)‐enone products analogous to Morita‐Baylis‐Hillman adducts. We demonstrate… read more here.
Keywords: aldol; practical access; morita baylis; baylis hillman ... See more keywords
Heterogeneously catalyzed reductive depolymerization of lignin to value-added chemicals.
Sign Up to like & getrecommendations! Published in 2024 at "ChemSusChem"
DOI: 10.1002/cssc.202401399
Abstract: Lignin is an abundant renewable source of aromatics, but its complex heterogeneous structure poses challenges for its depolymerization and valorization. Heterogeneously catalyzed reductive depolymerization (HCRD) has emerged as a promising approach, utilizing heterogeneous catalysts to… read more here.
Keywords: lignin; reductive depolymerization; heterogeneously catalyzed; depolymerization ... See more keywords
DFT Studies on the Mechanisms of Enantioselective Ni-Catalyzed Reductive Coupling Reactions to Form 1,1-diarylalkanes
Sign Up to like & getrecommendations! Published in 2021 at "Journal of Organometallic Chemistry"
DOI: 10.1016/j.jorganchem.2021.122042
Abstract: ABSTRACT The detail mechanisms of enantioselective Ni-catalyzed reductive coupling of 5-bromide-2-methoxypyridine (R1) and (1-chloropropyl) benzene (R2) to form 1,1-diarylalkanes (R, S)-P were studied using Density Functional Theory calculations. The overall catalytic cycles include the following… read more here.
Keywords: mechanisms enantioselective; form diarylalkanes; enantioselective catalyzed; reductive coupling ... See more keywords
Copper-catalyzed reductive borylations on water
Sign Up to like & getrecommendations! Published in 2017 at "Tetrahedron"
DOI: 10.1016/j.tet.2017.05.086
Abstract: Abstract In this paper, we established copper catalyzed reductive borylation of terminal alkynes and diboron on water in the presence of amine. Moderate conditions enabled selective borylations of vinyl-substituted phenylacetylenes to undergo the borylation at… read more here.
Keywords: catalyzed reductive; borylations water; reductive borylations; copper catalyzed ... See more keywords
Cation Bridge Mediating Homo- and Cross-Coupling in Copper-Catalyzed Reductive Coupling of Benzaldehyde and Benzophenone.
Sign Up to like & getrecommendations! Published in 2022 at "Inorganic chemistry"
DOI: 10.1021/acs.inorgchem.2c02392
Abstract: A novel mechanism of organobase-mediated Brook rearrangement and C-C coupling in the copper-catalyzed reductive coupling of benzaldehyde and benzophenone is proposed. The results demonstrate that this reaction proceeds mainly through five sequential elementary steps: transmetalation,… read more here.
Keywords: coupling copper; reductive coupling; coupling benzaldehyde; brook rearrangement ... See more keywords
Microwave-Assisted Palladium-Catalyzed Reductive Cyclization/Ring-Opening/Aromatization Cascade of Oxazolidines to Isoquinolines.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c02416
Abstract: An efficient palladium-catalyzed reaction of N-propargyl oxazolidines for the construction of 4-substituted isoquinolines under microwave irradiation is developed. This transformation proceeds through a sequential palladium-catalyzed reductive cyclization/ring-opening/aromatization cascade via C-O and C-N bond cleavages of… read more here.
Keywords: ring opening; cyclization ring; reductive cyclization; catalyzed reductive ... See more keywords
Ni-Catalyzed Reductive Coupling of Alkynes and Amides to Access Multi-Functionalized Indoles.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.1c03971
Abstract: A nickel-catalyzed reductive coupling of alkynes and amides, followed by base-free transmetalation, proceeded selectively in the presence of an uncommon bidentate primary aminophosphine ligand to access highly functionalized indoles comprising biologically important trifluoromethyl groups and… read more here.
Keywords: functionalized indoles; alkynes amides; reductive coupling; catalyzed reductive ... See more keywords
Silver(I)-Catalyzed Reductive Cross-Coupling of Aldehydes to Structurally Diverse Cyclic and Acyclic Ethers.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00270
Abstract: A range of medium-sized cyclic ethers (5 to 11 membered) have been effectively synthesized through intramolecular reductive coupling of dialdehydes initiated by 50 ppm to 0.5% of AgNTf2 with hydrosilane at 25 °C. The catalytic… read more here.
Keywords: reductive cross; cross coupling; coupling aldehydes; catalyzed reductive ... See more keywords
Synthesis of α-Aryl Secondary Amides via Nickel-Catalyzed Reductive Coupling of Redox-Active Esters.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00918
Abstract: The transition-metal-catalyzed α-arylation of secondary amides remains a synthetic challenge due to the presence of a free N-H bond. We report a strategy to synthesize secondary α-aryl amides via a Ni-catalyzed reductive arylation of redox-active… read more here.
Keywords: secondary amides; redox active; amides via; catalyzed reductive ... See more keywords
B(C6F5)3-Catalyzed Reductive Denitrogenation of Benzonitrile Derivatives.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01003
Abstract: A B(C6F5)3-catalyzed reductive denitrogenation of aromatic nitriles is reported, achieving the metal-free transformation of a cyano into a methyl group in a single synthetic operation. Tris(phenylsilyl)amine is liberated as the nitrogen-containing byproduct. On the basis… read more here.
Keywords: denitrogenation benzonitrile; reductive denitrogenation; c6f5 catalyzed; benzonitrile derivatives ... See more keywords
Nickel-Catalyzed Reductive Coupling of γ-Metalated Ketones with Unactivated Alkyl Bromides.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01390
Abstract: A nickel-catalyzed reductive cross-coupling reaction of aryl cyclopropyl ketones with easily accessible unactivated alkyl bromides to access aryl alkyl ketones has been developed. This strategy facilitates access to various of γ-alkyl-substituted ketones via ring opening… read more here.
Keywords: unactivated alkyl; nickel catalyzed; reductive coupling; alkyl bromides ... See more keywords