3042-67-9Relevant academic research and scientific papers
Arylketones as Aryl Donors in Palladium-Catalyzed Suzuki-Miyaura Couplings
Wang, Zhen-Yu,Ma, Biao,Xu, Hui,Wang, Xing,Zhang, Xu,Dai, Hui-Xiong
, p. 8291 - 8295 (2021/11/13)
Herein, we report the arylation, alkylation, and alkenylation of aryl ketones via a palladium-catalyzed Suzuki-Miyaura cross-coupling reaction. The use of the pyridine-oxazoline ligand is the key to the cleavage of the unstrained C-C bond. The late-stage arylation of aryl ketones derived from drugs and natural products demonstrated the synthetic utility of this protocol.
Alumina grafted SBA-15 sustainable bifunctional catalysts for direct cross-coupling of benzylic alcohols to diarylmethanes
Rajendran, Chandran,Satishkumar, Govindaswamy,Lang, Charlotte,Gaigneaux, Eric M.
, p. 2583 - 2592 (2020/05/14)
AlSBA-15 catalysts possessing Br?nsted acid and Lewis acid-base bifunctionalities catalyze the direct arylation of benzyl alcohols to diarylmethanes with an 85% product yield through C-O bond activation. 2 and 4wt%AlSBA-15 catalysts have been synthesised by adopting a simple and efficient post-synthetic metal implantation route. The synthesised catalysts were characterized using XRD, N2 adsorption and desorption, 27Al MAS NMR, XPS, HR-TEM, NH3 and CO2-temperature-programmed desorption (TPD) and pyridine-transmission-FTIR spectroscopy techniques to confirm the existence of Br?nsted acid and Lewis acid-base bifunctionalities. Through various control experiments, it is verified that Br?nsted acid sites activate the benzyl alcohol and Lewis base sites interact with phenylboronic acid concurrently to accomplish the coupling reaction. In the recyclability study, 4wt%AlSBA-15 preserves its activity and stability up to 5 cycles. The 4wt%AlSBA-15 catalyst unlike homogeneous catalysts does not require additives, long reaction time and expensive metals.
Direct cross-coupling of benzyl alcohols to construct diarylmethanes via palladium catalysis
Cao, Zhi-Chao,Yu, Da-Gang,Zhu, Ru-Yi,Wei, Jiang-Bo,Shi, Zhang-Jie
supporting information, p. 2683 - 2686 (2015/03/05)
A direct arylation to furnish diarylmethanes from benzyl alcohols was realized through Pd(PPh3)4-catalyzed Suzuki-Miyaura coupling via benzylic C-O activation in the absence of any additives. The arylation is compatible with various functional groups. This development provides an atom- and step-economic way to approach a diarylmethane scaffold under mild and environmentally benign conditions. This journal is
Electroorganic reactions. Part 56: Anodic oxidation of 2-methyl- and 2-benzylnaphthalenes: Factors influencing competing pathways
Utley, James H.P,Rozenberg, Gregor G
, p. 5251 - 5265 (2007/10/03)
A systematic investigation of the anodic oxidation in nucleophilic media of 2-methyl and 2-benzylnaphthalenes, substituted at the 6-position in the naphthalene nucleus and at the 4-phenyl position of the benzylic side chain, has been carried out to identify factors favouring side-chain substitution. Cyclic voltammetry confirms that 6-substitution has a profound effect on the oxidation potentials of the naphthalene nucleus and 13C chemical shifts indicate polar effects at the benzylic carbon. However, little side-chain anodic oxidation is observed under any conditions tried; the radical-cations of electron-rich substrates preferentially dimerise and a strongly electron-withdrawing substituent at the 6-position (EtOSO2) promotes nuclear substitution. In contrast, oxidation with DDQ in aqueous acetic acid gives efficient side-chain oxidation for electron rich substrates, consistent with hydride transfer, possibly intramolecularly via a charge transfer complex.
AROMATIZATION OF ALIPHATIC COMPOUNDS - V. m-DIALKIYL-BENZENES AND 2-BENZYL-NAPHTALENES
Giannangeli, M.,Baiocchi, L.
, p. 1381 - 1384 (2007/10/02)
Same cyclohexadienols, when heated at 220 deg C with PyHCl, gave, through dehydration and isomerisation, the corresponding benzene derivatives.So 2,6-dibenzyliden-cyclohexanols gave m-dibenzyl-benzenes, 2-benzyliden-1-tetralols gave 2-benzyl-naphtalenes a
