Journal of Organic Chemistry p. 1710 - 1713 (1987)
Update date:2022-08-05
Topics:
Khuthier, Abdul-Hussain
Al-Mallah, Khawla Y.
Hanna, Salim Y.
Abdulla, Noor-Aldeen I.
(4-Substituted - phenyl)piperidine N-oxides undergo a thermal rearrangement to O-arylhydroxylamines.Electron withdrawing substituents are essential for the rearrangement and must be ortho or para relative to the <*>N-O function.The reaction has been found to be first order in substrate when rates were measured in dioxane, and the activation parameters were calculated.The order of reactivity in this rearrangement is NO2 >> CN > COPh > COMe > COOEt > CONH2.The rates correlate very well with ?- constants and the ρ value was positive and large (+3.6) pointing to a highly po lar activated complex with an electron-rich reaction center.All results strongly support an intramolecular cyclic mechanism.
View MoreWUHU HUAHAI BIOLOGY ENGINEERING CO LTD
Contact:+86-553-3836920
Address:7/F NO.82 LAODONG ROAD WUHU CHINA
website:http://www.alwaychem.com
Contact:+86-532-8586-4000, 8586-5000
Address:NO.51, TAIPING ROAD, QINGDAO, CHINA. 266001
Goldwills Pharmaceuticals Co., Ltd.
Contact:0916-2237889 13991621155
Address:North Suburb of Hanzhong city, Shaanxi Province
shanghai hekang chemical co.ltd
Contact:021-54173790
Address:328 WuHe Road, Building #A, 2nd Floor, Minhang, Shanghai 201109, China
Shanghai Xinda Pharmaceuticals Co., Ltd.
Contact:86-21-33692333-8008
Address:999 Linxian Road, Jinshan Industrial Park, Shanghai, China
Doi:10.1039/j39680002028
(1968)Doi:10.1016/S0957-4166(97)00370-4
(1997)Doi:10.1016/j.tetlet.2018.09.043
(2018)Doi:10.1039/b316984g
(2004)Doi:10.1021/ic970528d
(1997)Doi:10.1002/chem.201702204
(2017)