Chan‐Evans‐Lam C−N Coupling Promoted by a Dinuclear Positively Charged Cu(II) Complex. Catalytic Performance and Some Evidence for the Mechanism of CEL Reaction Obviating Cu(III)/Cu(I) Catalytic Cycle
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DOI: 10.1002/cctc.202000212
Abstract: In the present study, we report the synthesis of a series of copper(II) complexes with a wide range of ligands and their testing in the copper catalyzed Chan‐Evans‐Lam (CEL) coupling of aniline and phenylboronic acid.… read more here.
Keywords: lam coupling; mechanism; evans lam; reaction ... See more keywords
Data Science-Driven Discovery of Optimal Conditions and a Condition-Selection Model for the Chan-Lam Coupling of Primary Sulfonamides.
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DOI: 10.1021/acscatal.4c07972
Abstract: Secondary N-arylsulfonamides are common in pharmaceutical compounds owing to their valuable physicochemical properties. Direct N-arylation of primary sulfonamides presents a modular approach to this scaffold but remains a challenging disconnection for transition metal-catalyzed cross coupling… read more here.
Keywords: chan lam; primary sulfonamides; model; lam coupling ... See more keywords
Biomolecule-Compatible Dehydrogenative Chan-Lam Coupling of Free Sulfilimines.
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DOI: 10.1021/jacs.2c04627
Abstract: Inspired by the discovery of a S═N bond in the collagen IV network and its essential role in stabilizing basement membranes, sulfilimines have drawn much attention in the fields of chemistry and biology. However, their… read more here.
Keywords: chan lam; dehydrogenative chan; lam coupling; biomolecule compatible ... See more keywords
Enantioconvergent Chan-Lam Coupling: Synthesis of Chiral Benzylic Amides via Cu-Catalyzed Deborylative Amidation.
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DOI: 10.1021/jacs.5c05884
Abstract: The Chan-Lam coupling represents one of the most effective methods for constructing C-N bonds due to its mild reaction conditions and broad functional group compatibility. However, asymmetric versions of this transformation to forge C(sp3)-N bonds… read more here.
Keywords: chan lam; coupling synthesis; chan; lam coupling ... See more keywords
Autocatalytic photoredox Chan-Lam coupling of free diaryl sulfoximines with arylboronic acids
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DOI: 10.1038/s41467-021-21156-w
Abstract: N-Arylation of NH-sulfoximines represents an appealing approach to access N-aryl sulfoximines, but has not been successfully applied to NH-diaryl sulfoximines. Herein, a copper-catalyzed photoredox dehydrogenative Chan-Lam coupling of free diaryl sulfoximines and arylboronic acids is… read more here.
Keywords: coupling free; lam coupling; copper; chan ... See more keywords
Overcoming limitations in Chan-Lam amination with alkylboronic esters via aminyl radical substitution
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DOI: 10.1038/s41467-025-64155-x
Abstract: Chan-Lam coupling represents one of the most reliable methods for constructing C(sp2)−N bonds under mild conditions. However, application of this technology as a general platform for C(sp3)−N bond assembly remains a longstanding challenge due to… read more here.
Keywords: chan lam; via aminyl; boron; lam coupling ... See more keywords
First atroposelective Chan-Lam coupling for the synthesis of C-N linked biaryls.
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DOI: 10.1039/d3cc05447k
Abstract: The first atroposelective Chan-Lam coupling for the synthesis of C-N axial enantiomers is reported with good yields and ee. MnO2 additive is crucial for the success of the coupling. The longstanding problem of the lack… read more here.
Keywords: chan lam; coupling synthesis; atroposelective chan; synthesis ... See more keywords
N-Arylation of 3-Formylquinolin-2(1H)-ones Using Copper(II)-Catalyzed Chan–Lam Coupling
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DOI: 10.3390/molecules27238345
Abstract: 3-formyl-2-quinolones have attracted the scientific community’s attention because they are used as versatile building blocks in the synthesis of more complex compounds showing different and attractive biological activities. Using copper-catalyzed Chan–Lam coupling, we synthesized 32… read more here.
Keywords: lam coupling; chan lam; catalyzed chan; using copper ... See more keywords
Synthesis of 10-O-aryl-substituted berberine derivatives by Chan–Evans–Lam coupling and investigation of their DNA-binding properties
Sign Up to like & getrecommendations! Published in 2021 at "Beilstein Journal of Organic Chemistry"
DOI: 10.3762/bjoc.17.81
Abstract: Eleven novel 10-O-aryl-substituted berberrubine and berberine derivatives were synthesized by the Cu2+-catalyzed Chan–Evans–Lam coupling of berberrubine with arylboronic acids and subsequent 9-O-methylation. The reaction is likely introduced by the Cu2+-induced demethylation of berberrubine and subsequent… read more here.
Keywords: aryl substituted; lam coupling; dna; evans lam ... See more keywords