Synthesis of N-Vinyl Cinnamaldehyde Nitrones through Atropisomeric Quinoxaline-Derived N,N,O-Ligand-Promoted Chan-Lam Reaction.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02288
Abstract: A type of quinoxaline-derived tridentate N,N,O-ligand was synthesized in good to excellent yields over three steps through iodination of 2-aryl indoles, sequential Kornblum-type oxidation with DMSO, and capture by 1,2-diaminobenzenes. The prepared atropisomeric N,N,O-ligand was… read more here.
Keywords: vinyl cinnamaldehyde; synthesis vinyl; chan lam; quinoxaline derived ... See more keywords
Mechanistic Insight Enables Practical, Scalable, Room Temperature Chan–Lam N-Arylation of N-Aryl Sulfonamides
Sign Up to like & getrecommendations! Published in 2018 at "ACS Catalysis"
DOI: 10.1021/acscatal.8b03238
Abstract: Sulfonamides are profoundly important in pharmaceutical design. C–N cross-coupling of sulfonamides is an effective method for fragment coupling and structure–activity relationship (SAR) mining. However, cross-coupling of the important N-arylsulfonamide pharmacophore has been notably unsuccessful. Here,… read more here.
Keywords: mechanistic insight; room temperature; chan; lam arylation ... See more keywords
Biomolecule-Compatible Dehydrogenative Chan-Lam Coupling of Free Sulfilimines.
Sign Up to like & getrecommendations! Published in 2022 at "Journal of the American Chemical Society"
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
Autocatalytic photoredox Chan-Lam coupling of free diaryl sulfoximines with arylboronic acids
Sign Up to like & getrecommendations! Published in 2021 at "Nature Communications"
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
Oxidative cross-coupling processes inspired by the Chan-Lam reaction.
Sign Up to like & getrecommendations! Published in 2021 at "Chemical communications"
DOI: 10.1039/d1cc00213a
Abstract: The Cu-catalyzed oxidative cross-coupling of N- and O-nucleophiles with aryl boronic acids (the Chan-Lam reaction) remains among the most useful approaches to prepare aniline and phenol derivatives. The combination of high chemoselectivity, mild reaction conditions,… read more here.
Keywords: lam reaction; oxidative cross; reaction; cross coupling ... See more keywords
Advances in Carbon–Element Bond Construction under Chan–Lam Cross-Coupling Conditions: A Second Decade
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DOI: 10.1055/s-0040-1705971
Abstract: Copper-mediated carbon–heteroatom bond-forming reactions involving a wide range of substrates have been in the spotlight for many organic chemists. This review highlights developments between 2010 and 2019 in both stoichiometric and catalytic copper-mediated reactions, and… read more here.
Keywords: bond; bond formation; copper; chan lam ... See more keywords
N-Arylation of 3-Formylquinolin-2(1H)-ones Using Copper(II)-Catalyzed Chan–Lam Coupling
Sign Up to like & getrecommendations! Published in 2022 at "Molecules"
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