87991-75-1Relevant academic research and scientific papers
One-pot cascade ring enlargement of isatin-3-oximes to 2,4-dichloroquinazolines mediated by bis(trichloromethyl)carbonate and triarylphosphine oxide
Qin, Jinjing,Li, Zhenhua,Ma, Shengzhe,Ye, Lixian,Jin, Guoqiang,Su, Weike
supporting information, p. 1007 - 1012 (2020/07/10)
An efficient and convenient one-pot cascade synthesis of 2,4-dichloroquinazolines directly from isatin-3-oximes with the addition of bis(trichloromethyl)carbonate and triarylphosphine oxide was developed, leading to substituted quinazolines in moderate to excellent yields. The efficiency of this transformation was demonstrated by compatibility with a range of functional groups. Thus, the method represents a convenient and practical strategy for the synthesis of substituted 2,4-dichloroquinazolines.
Visible light-induced 4-phenylthioxanthone-catalyzed aerobic oxidation of triarylphosphines
Ding, Aishun,Li, Shijie,Chen, Yang,Jin, Ruiwen,Ye, Cong,Hu, Jianhua,Guo, Hao
supporting information, p. 3880 - 3883 (2018/09/27)
We report herein a visible light-induced oxidation of triarylphosphines under aerobic condition with excellent functional group tolerance. In this transformation, the photo catalyst 4-phenylthioxanthone acted as a photosensitizer for the in situ generation of singlet oxygen. This new approach provided a cheaper and greener method for the preparation of phosphine oxide, showing great advantages in environmental protocols.
Eosin Y-catalyzed photooxidation of triarylphosphines under visible light irradiation and aerobic conditions
Zhang, Yanbin,Ye, Cong,Li, Shijie,Ding, Aishun,Gu, Guangxin,Guo, Hao
, p. 13240 - 13243 (2017/03/09)
We report herein a novel method for Eosin Y-catalyzed photooxidation of triarylphosphines under visible light irradiation and aerobic conditions. This new approach employed visible light as the energy source and air as the oxidant, showing great advantages in environmental benignness and operational easiness with a wide functional group tolerance.
Palladium-catalyzed coupling reactions of bromo-substituted phenylphosphine oxides: A facile route to functionalized arylphosphine ligands
Xu, Lijin,Mo, Jun,Baillie, Colin,Xiao, Jianliang
, p. 301 - 312 (2007/10/03)
The Heck reaction of OPPh3-n(4-C6H4Br) n (n=1-3) with electron deficient and neutral olefins led to linear olefin-substituted phenylphosphine oxides, whilst the reaction with an electron rich olefin in an ionic liquid solvent resulted in the formation of acetyl variants. The same bromophenylphosphine oxides also reacted with arylboronic acids under normal Suzuki coupling conditions, affording arylated phenylphosphine oxides in excellent yields. Amination and methoxycarbonylation of the bromophenylphosphine oxides by palladium catalysis were also shown to be feasible. Given that free phosphines can be readily derived from phosphine oxides, palladium-catalyzed coupling of OPR3-n(C6H4Br)n (R=alkyl, aryl) should provide a simple, yet versatile, route to functionalized phosphine ligands.
The Mechanisms of the Conversion of Thiophosphoryl Compounds into their Phosphoryl Analogues by Photochemically Excited 3-Methylpyridazine 2-Oxide and by 2-Methyl-3-p-nitrophenyloxaziridine; a Comparison
Rowley, Alan G.,Steedman, John R. F.
, p. 1113 - 1120 (2007/10/02)
Reactions of tri-p-substituted triarylphosphine sulphides with 3-methylpyridazine 2-oxide, under photolysis, and with 2-methyl-3-p-nitrophenyloxaziridine both give the corresponding phosphine oxides.A detailed study and comparison of the two reactions shows that they are mechanistically quite distinct and that it is unlikely that the active oxygenating species generated by photolysis of the N-oxide, which attacks the phosphine sulphides, is an oxaziridine.The evidence presented suggests that this species may in fact be 'oxene'.
