Tetrahedron p. 5505 - 5510 (1986)
Update date:2022-08-17
Topics:
Brown, Herbert C.
Snyder, Carl
Rao, B. C. Subba
Zweifel, George
Aqueous hydrogen peroxide in the presence of dilute alkali effects the oxidation of organoboranes.The conditions necessary for a clean and quantitative transformation of organoboranes into the corresponding alcohols have been established.Thus, one mole of trialkylborane reacts with three moles of hydrogen peroxide in the presence of one mole of sodium hydroxide to provide three moles of the corresponding alcohol.The concentrations of these reagents or the reaction temperature can be varied widely without affecting the yield significantly.Oxidation proceeds well in water-miscible solvents, such as diglyme and THF.However, the reaction is slow and incomplete in diethyl ether.The addition of ethanol as a cosolvent circumvents this difficulty.Wide variations in the structure of organoboranes do not affect the reaction greatly.A variety of common organic functional groups, such as alkenes, alkynes, esters, ketones, nitriles, etc., are unaffected under the normal oxidation conditions.However, aldehydes are somewhat unstable under these conditions, although they do not interfere with the oxidation of organoboranes
View MoreNantong Advance Chemical Co., Ltd
Contact:86-13818730908
Address:Fine Chemical Industry Garden,Beixin Town,Qidong
Contact:+86-25-8776 0031
Address:3-2001 Jiaye Int'l Town, 158 Lushan Road,Nanjing, 210019, China
Shanghai Anya Chemicals Co.,Ltd
Contact:+86 21 51087925
Address:Room 1101, No.1, Lane 111, Fudu Road, Shanghai, China
Angelisun(Chongqing) Pharmaceutical Co., LTD.
Contact:+86-23-68030926-816
Address:D1-7 Tech & Entrepreneurs Park, Kecheng Road, Erlang Hi-Tech Areas, Chongqing, China
Contact:+86-0760-85282375
Address:zhongjing road,zhongshan torch hi-tech industrial development zone
Doi:10.1021/jo500958n
(2014)Doi:10.1016/j.cclet.2020.03.034
(2020)Doi:10.1016/S0957-4166(99)00423-1
(1999)Doi:10.1021/acs.joc.0c02245
(2021)Doi:10.1002/lipi.19690710303
()Doi:10.1016/0020-1650(72)80024-2
(1972)