123485-26-7Relevant articles and documents
B2pin2-Mediated Palladium-Catalyzed Diacetoxylation of Aryl Alkenes with O2 as Oxygen Source and Sole Oxidant
Huang, Jiuzhong,Ouyang, Lu,Li, Jianxiao,Zheng, Jia,Yan, Wuxin,Wu, Wanqing,Jiang, Huanfeng
supporting information, p. 5090 - 5093 (2018/09/12)
A novel palladium-catalyzed alkene diacetoxylation with dioxygen (O2) as both the sole oxidant and oxygen source is developed, which was identified by 18O-isotope labeling studies. Control experiments suggested that bis(pinacolato)diboron (B2pin2) played a dominant intermediary role in the formation of a C-O bond. This method performed good functional group tolerance with moderate to excellent yields, which could be successfully applied to the late-stage modification of natural products. Furthermore, an atmospheric pressure of dioxygen enhances the practicability of the protocol.
Vicinal Difunctionalization of Alkenes under Iodine(III) Catalysis involving Lewis Base Adducts
Aertker, Kristina,Rama, Raquel J.,Opalach, Julita,Mu?iz, Kilian
supporting information, p. 1290 - 1294 (2017/04/18)
The influence of a 2-pyridinyl substituent on the catalytic performance of aryl iodides as catalyst in iodine(III) chemistry was explored. An efficient Lewis base adduct between the pyridine nitrogen and the electrophilic iodine(III) center was identified and confirmed by X-ray analysis. This arrangement was shown to generate a kinetically competent superior catalyst structure for the catalytic dioxygenation of alkenes. It introduces the concept of Lewis base adduct formation as a kinetic factor in iodine(I/III) catalysis. (Figure presented.).
The Role of Copper(II) Salts in the Oxidation of Aryl-substituted Alkenes by Peroxydisulphate Anion
Dobson, Peter,Norman, Julie A.,Thomas, C. Barry
, p. 1209 - 1214 (2007/10/02)
The effect of copper(II) ions on the oxidation, in acetic acid, of aryl-substituted alkenes by peroxydisulphate anion has been investigated.In the presence of the metal ions an electron-transfer process operates akin to that identified in the oxidation of alkenes by other one-electron oxidants.It is suggested that the electron-transfer agent is copper(III) and that the resultant alkene radical-cation is converted into hydroxy acetates in good yield.S2O8(2-) alone decomposes more slowly to SO4(*-) which undergoes radical addition to the alkene leading ultimately to diacetates.The presence of sodium acetate in the system reduces considerably the conversion of alkene as a result, it is suggested, of competitive oxidation of the acetate anion.