Palladium‐Catalyzed Chemoselective α‐Arylation of Methyl Sulfones with Aryl Chlorides
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DOI: 10.1002/ajoc.201700075
Abstract: A palladium-catalyzed α-arylation reaction of unactivated sulfones with aryl chlorides is presented. High reactivity and chemoselectivity was achieved with a combination of Buchwald's 2nd generation palladium precatalyst and Kwong's indole-based phosphine ligand. A variety of aryl… read more here.
Keywords: methyl sulfones; arylation; sulfones aryl; palladium catalyzed ... See more keywords
α ‐C−H Arylation of N ‐Sulfonyl Amines by Dual Palladium Catalysis
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DOI: 10.1002/cctc.202300392
Abstract: Functionalization of C(sp3)−H bonds adjacent to a nitrogen atom is an efficient means of preparing structurally complex amines and has long been of interest to synthetic chemists. Herein, dual palladium catalysis is used to achieve… read more here.
Keywords: arylation; dual palladium; palladium; palladium catalysis ... See more keywords
Empirical and Computational Insights into N-Arylation Reactions Catalyzed by Palladium meta-Terarylphosphine Catalyst.
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DOI: 10.1002/cplu.201700042
Abstract: An in situ generated Pd-Cy*Phine catalyst has been successfully applied to the N-arylation of primary and secondary amines, and it exhibited high performance across multiple substrate classes. The performance induced by the meta-terarylphosphine motif of… read more here.
Keywords: terarylphosphine; empirical computational; arylation; computational insights ... See more keywords
Exploring Partners for the Domino α‐Arylation/Michael Addition Reaction Leading to Tetrahydroisoquinolines
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DOI: 10.1002/ejoc.201601300
Abstract: Sulfonates, sulfonamides and phosphonates are useful nucleophiles for palladium-catalyzed intramolecular alfa-arylation leading to tetrahydroisoquinolines. While the sulfonate alfa-arylation can be successfully combined in a domino process with a broad range of Michael acceptors, only vinyl… read more here.
Keywords: michael; partners domino; domino arylation; exploring partners ... See more keywords
Solvent and Base in One: Tetra‐n‐butylammonium Acetate as a Multi‐Purpose Ionic Liquid Medium for Ru‐Catalyzed Directed Mono‐ and Di‐o‐C–H Arylation Reactions
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DOI: 10.1002/ejoc.201701022
Abstract: Ru-catalyzed directed o-C–H arylation reactions of 2-phenylpyridine, N-phenylpyrazole, acetophenone N-(p-methoxyphenyl)imine, and 2-phenyloxazoline proceed in good to excellent yields with a number of functionalized aryl and heteroaryl bromides in neat Bu4NOAc at 120 °C. The acetate… read more here.
Keywords: ionic liquid; purpose ionic; catalyzed directed; arylation ... See more keywords
Visible-Light-Promoted Arylation Reactions Photocatalyzed by Bismuth(III) Oxide
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DOI: 10.1002/ejoc.201701242
Abstract: Bismuth(III) oxide has been successfully applied as a photocatalyst in the arylation of heteroarenes with diazonium salts. With a low catalyst loading (1 to 5 mol%), this cheap and non-toxic semiconductor could efficiently promote the… read more here.
Keywords: iii oxide; visible light; arylation; light promoted ... See more keywords
Synthesis of Phenyl Dithiocarbamates Starting from Sodium Dialkyldithiocarbamates and Aryl Boronic Acids: a Copper Catalyzed S -Arylation
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DOI: 10.1002/ejoc.201801271
Abstract: A convenient and efficient protocol for the S-arylation of sodium dialkyldithiocarbamates was developed. With the catalysis of copper(I) bromide, sodium dialkyldithiocarbamates coupled with aryl boronic acids giving the C-S coupling products smoothly in good to… read more here.
Keywords: boronic acids; copper; sodium; arylation ... See more keywords
Diaryliodonium Salts Enabled Arylation, Arylocyclization, and Aryl-Migration.
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DOI: 10.1002/tcr.202300138
Abstract: Our research interest focusing on synthetic methodology with diaryliodonium salts, is summarized in this account. Besides employing a dual activation strategy of C-I and ortho C-H bonds, we have introduced vicinal functional groups at ortho-positions… read more here.
Keywords: diaryliodonium salts; arylation; arylocyclization; diaryliodonium ... See more keywords
Shape linear peptides into rigid rings: a sp3 C–H arylation approach to cyclophane-braced peptide macrocycles
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DOI: 10.1007/s11426-018-9288-2
Abstract: Peptide-based therapeutics have attracted increasing attention due to their unique properties in comparison to small molecule drugs and recombinant biologics [1]. With moderate size and suitable surface area, peptides possess enormous potential in drug discovery… read more here.
Keywords: cyclophane braced; peptide macrocycles; braced peptide; arylation ... See more keywords
A Chemoselective α-Oxytriflation Enables the Direct Asymmetric Arylation of Amides
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DOI: 10.1016/j.chempr.2019.05.006
Abstract: Summary Until recently, the direct oxidative oxysulfonylation of carbonyl compounds was limited to ketones. Here, we report the first direct oxytriflation of simple, non-activated amides. Amide umpolung with triflic anhydride and pyridine-N-oxide in the absence… read more here.
Keywords: asymmetric arylation; enables direct; arylation; oxytriflation enables ... See more keywords
Accessing aliphatic alcohols for metallaphotoredox catalyzed C(sp3)-arylation
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DOI: 10.1016/j.chempr.2021.09.006
Abstract: Common cross-coupling reactions to obtain C(sp2)–C(sp3)-bonds are hampered by the abundance of nucleophilic and electrophilic functional groups. Recently in Nature, Dong and MacMillan developed a mild activation of a diverse range of alcohols with an… read more here.
Keywords: aliphatic alcohols; catalyzed sp3; arylation; metallaphotoredox catalyzed ... See more keywords