42231-61-8Relevant articles and documents
Modified Marko's aerobic oxidation of alcohols under atmospheric pressure with air or molecular oxygen at room temperature
Nishii, Takeshi,Ouchi, Tomomi,Matsuda, Aya,Matsubara, Yuka,Haraguchi, Yuuko,Kawano, Tomomi,Kaku, Hiroto,Horikawa, Mitsuyo,Tsunoda, Tetsuto
, p. 5880 - 5882,3 (2020/07/31)
A modified version of Marko's aerobic oxidation procedure, using highly pure (99.995+%) CuCl with 4,7-diphenyl-1,10-phenanthroline (dpPhen), DBAD, and Cs2CO3 (98% purity) successfully oxidized primary and secondary alcohols to the corresponding aldehydes and ketones in excellent yield at room temperature with either air or molecular oxygen under atmospheric pressure.
Oxidation of Diols and Ethers by NaBrO3/NaHSO3 Reagent
Sakaguchi, Satoshi,Kikuchi, Daisuke,Ishii, Yasutaka
, p. 2561 - 2566 (2007/10/03)
NaBrO3 combined with NaHSO3 was found to be an excellent oxidizing reagent of alcohols, diols, and ethers under mild conditions. A variety of aliphatic and cyclic diols were selectively oxidized with satisfactory yields to the corresponding hydroxy ketones and/or diketones, which are difficult to selectively prepare due to a concomitant formation of cleaved products. For example, 2-hydroxycyclohexanone and 1,2-cyclohexanedione were selectively formed by allowing 1,2-cyclohexanediol to react with NaBrO3/NaHSO3 reagent in a selected solvent. On the other hand, an alkyl ether, such as dioctyl ether, reacted with NaBrO3/NaHSO3, in water at room temperature to give octyl octanoate in 82% yield. The same oxidation at higher temperature (60°C) produced the α-brominated ester, octyl 2-bromooctanoate, which is considered to be formed through an alkenyl alkyl ether as the intermediate. The treatment of 1-ethoxy-l-heptene with NaBrO3/NaHSO3 afforded ethyl 2-bromoheptanoate and 2-bromoheptanoic acid as the major products.
