An efficient aqueous microwave-assisted Suzuki–Miyaura cross-coupling reaction in the thiazole series

Extraction of Base from Eichhornia crassipes and Its Implication in Palladium‐Catalyzed Suzuki Cross‐Coupling Reaction

“…In addition, the insolubility of most of the ligands and substrates in pure water is surfaced as significant limitation for Suzuki‐Miyaura cross‐coupling reaction and only few reports are available where only water is used as the solvent under mild reaction conditions with wide range of structurally and electronically diverse substrate compatibility. [17–21] In most of the cases either an elevated temperature or the use of ligand or co‐solvent is required even when the easily tolerable aryl bromides were used as coupling partners . However the development of catalysis in pure water seems particularly suitable for the Suzuki–Miyaura reaction due to the excellent stability of arylboronic acids in aqueous media.…”

Highly efficient amine‐based catalytic system for room temperature Suzuki–Miyaura reactions of aryl halides with arylboronic acids

“…Since, using 1 mol% of the catalyst (PdCl 2 – L1 ), no cross‐coupling product was isolated (Table 4, entry 1), we have increased the catalyst quantity up to 4 times (entry 2) but no improvement in the cross‐coupling product formation was observed. Thus, we have decided to use TBAB as additive because TBAB was previously used on a number of occasions to improve the cross‐coupling results of aryl chlorides in water 37, 38, 55, 56. Unfortunately, using TBAB in our system, no significant improvement in the cross‐coupling product formation was observed, although significant reduction in the biphenyl formation was noticed (Table 4, entry 3).…”

“…From environmental and economic points of view, the use of water as a solvent in the Suzuki–Miyaura reactions has received tremendous interests because water is very cheap, readily available and non‐toxic 22, 34. Although there are some reports available22, 26, 35–42 where water was successfully used as a solvent for the Suzuki–Miyaura reactions, in most of the cases either elevated reaction temperatures21, 33, 34, 41 or the use of phase‐transfer catalysts45, 39 or organic co‐solvents35, 36 were necessary to maximize catalytic performances. Indeed, only very few reports are available where neat water was succesfully used as a solvent in Suzuki–Miyaura reactions at room temperature without the use of any additive.…”

Manganese(III) Acetate-mediated Oxidative Cyclization of a-Methylstyrene and trans-Stilbene with b-Ketosulfones

“…Its specificity for carbonyl derivatives allows a wide variety of radical synthetic applications, leading to various structures like pyrrolidinones [5], γ-lactones [6,7], tetralins [8,9] or spirocyclic derivatives [10,11,12]. Within our research program directed towards the development of original synthesis methods in medicinal chemistry [13,14,15,16,17], we have explored the radical cyclization of β-ketosulfones [18,19] mediated by manganese(III) acetate in order to synthesize dihydrofurans as potential antiparasitic compounds.…”