Journal of Heterocyclic Chemistry p. 1631 - 1635 (1996)
Update date:2022-08-03
Topics:
Lyga, John W.
The Beckmann rearrangement of either syn or anti 3,4-diphenyl-cyclohexenone oxime 2a,b in polyphosphoric acid produces only one of the two possible isomeric unsaturated caprolactams 1. Under neutral conditions, only the syn oxime tosylate 9b rearranges to lactam 1, the anti oxime tosylate 9a remains unchanged. These results support earlier reports that alkyl migration is preferred over vinyl migration in the Beckmann rearrangement of unsaturated cyclic ketoximes. Structure proof of the lactam was made using deuterium exchange and HMQC nmr experiments.
View MorePurestar Chem Enterprise Co.,Ltd
website:http://www.purestarchem.com
Contact:05722157374
Address:no235.huanchengdong Rd
Hubei Danao Pharmaceutical Co.,Ltd.
website:http://www.danaopharm.com
Contact:+86-719-5251167
Address:Fandan Road,Danjiangkou,Hubei
website:http://www.guarson.com
Contact:+86-523-88059600,+86-13805268803
Address:Room B1006,Yafang Building,Jiangyan Avenue,Jiangyan District, Taizhou City,Jiangsu,China
Suzhou Sibian Chemical Technology Co., Ltd
website:http://www.sibianpharm.com
Contact:+8618169181984,+8618013186906
Address:Room1404,BuildingA,Jiabao Square No.323 Baodai East Road,Wuzhong District,Suzhou Jiangsu China (215128)
Contact:+86-518-81061113
Address:No. 8 Lingzhou Road, Lianyungang, Jiangsu, China
Doi:10.1021/om00096a003
(1988)Doi:10.1002/aoc.3689
(2017)Doi:10.1016/0040-4039(96)01655-3
(1996)Doi:10.1016/S0040-4020(01)98497-2
(1964)Doi:10.1021/ol061642f
(2006)Doi:10.1016/j.bmcl.2006.07.092
(2006)
