Journal of the Chemical Society. Perkin transactions I p. 107 - 113 (1996)
Update date:2022-09-26
Topics:
Armesto, Diego
Gallego, Mar G.
Horspool, William M.
Ramos, Ana
While the aza-di-π-methane rearrangement is the normal photoreactive behaviour of β,γ-unsaturated imines and oxime acetates, the results obtained in this study show that 1,3-migrations of acetoxyimino groups in β,γ-unsaturated oxime acetates takes place only when all the parameters are correct. The rearrangement takes place when there is a quaternary carbon separating the two π-systems and when one of the radical centres in the intermediate cyclobutyl 1,4-biradical is stabilized by conjugation with a phenyl ring. Suppression of the free rotor effect also helps to promote the reaction. These criteria are fulfilled in compounds 1a and 7a. The reaction was extended to the β,γ-unsaturated oximes 1b and 7b where again the 1,3-migration of the oximino group took place. Copyright 1996 by the Royal Society of Chemistry.
View MoreShanghai Potomer International Trade CO., LTD
Contact:+86-21-61397128
Address:Room 304,No.505 ,Caoyang Road.Shanghai,China
Contact:+86-535-8888888
Address:No.161 Haishi Rd.
Shanghai KFSL Pharmaceutical Technology Co.,Ltd.
Contact:+86-21-39971718
Address:859 jiadingchengliu shanghai
website:http://www.mascot-ie.com
Contact:86-519-85010339
Address:B-802,XingBei Building,391#,Tongjiang Middle Road New District,Changzhou,JS,China
Quzhou Ruiyuan chemical Co., Ltd
Contact:+86-570-3039321/3039361/3039308
Address:18# Huayang Road,Quzhou High-tech Industrial Park, Zhejiang China.
Doi:10.1016/j.bmc.2014.02.054
(2014)Doi:10.1021/jo960289w
(1996)Doi:10.1007/BF00945376
()Doi:10.1039/CC9960000789
(1996)Doi:10.1021/jo951948s
(1996)Doi:10.1021/jacs.9b08342
(2019)
