Desulfinylative Pd-catalyzed coupling reaction of arenediazonium salt with aryl sulfinates to give unsymmetrical biaryls

Desulfinative and denitrogenative palladium‐catalyzed cross‐coupling of arylsulfonyl hydrazides with aryl diazonium salts

“…Pd (II)-phosphine ligand systems were first examined on the basis of several recent reports. [43,44] However, the PdCl 2 /P (OPh) 3 -catalyzed reaction using tetrabutylammonium iodide (TBAI) as the additive and KOAc as the base in dimethylsulfoxide (DMSO) at 100°C gave only a trace amount of cross-coupling product ( Table 1, entry 1). The screening of monodentate phosphine-based ligands, such as PCy 3 , TFP (trifurylphosphine) and Xphos (2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl), gave SCHEME 1 Palladium-catalyzed denitrogenative and desulfinative cross-coupling of arylsulfonyl hydrazides [13][14][15].…”

Transition-Metal-Free C–H Arylation of Unactivated Arenes with 8-Hydroxyquinoline as a Promoter

“…The spectroscopic data are in accordance with those reported. 15 White solid; yield: 141 mg (75%); mp 86-88 °C; R f = 0.45 (EtOAc/hexane, 1:100).…”

Palladium‐catalysed room‐temperature Suzuki–Miyaura coupling in water extract of pomegranate ash, a bio‐derived sustainable and renewable medium

“…Biaryls and their heteroatom analogues are among the most important structural features of biologically active natural products, pharmaceuticals and agrochemicals . These motifs also serve as ligands in catalysts, functional materials, conductive polymers and theoretically interesting molecules . Due to the wide‐ranging usefulness of biaryls, transition‐metal‐mediated methods such as SMC, Stille, Negishi, Kumada and Hiyama reactions are realized by cross‐coupling of haloarenes with organometallic partners.…”

“…[5][6][7][8] These motifs also serve as ligands in catalysts, functional materials, conductive polymers and theoretically interesting molecules. [9][10][11][12] Due to the wide-ranging usefulness of biaryls, transition-metalmediated methods such as SMC, [13,14] Stille, [15,16] Negishi, [17] Kumada [18] and Hiyama [19,20] reactions are realized by cross-coupling of haloarenes with organometallic partners. Among these protocols, SMC is the most productive in synthesizing biaryls and offers several advantages like ready availability of substrates, use of safe and high-stability arylboronic acids, large functional group tolerance and ease of handling.…”