Tetrahedron p. 1179 - 1188 (1994)
Update date:2022-08-03
Topics:
Bennetau
Rajarison
Dunogues
A new method for the meta acylation of anisole and its para-methyl or fluoro derivatives, is described. Addition of two trimethysilyl groups in the 2 and 5 positions (relative to the methoxy group), followed by hydrolysis affords the corresponding 5-trimethylsilyl-3-cyclohexenones. Electrophilic substitution of the silyl group using RCOC1/2AlCl3 at low temperature provides, after final aromatisation promoted by Pd/C or CuBr2/LiBr, the expected meta acylated products. This mode of meta functionalization has been successfully applied to an original synthesis of ketoprofen starting from anisole.
RongCheng Tianyu Technology Co.,Ltd.
Contact:86-631-7519595
Address:220Ping Donghai Road RongChengCity,ShangDong Province China
Chongqing Changfeng Chemical Co., Ltd.
website:http://www.changfengchem.com
Contact:+86-23-67896333
Address:30th Floor, Longhu Ziduxingzuo Building A, 1st Branch,YuSong Rd., Yubei District, Chongqing, China
Guangzhou Probig Fine Chemical Co., Ltd.
Contact:020-86297874
Address:No.2, 1/F, No.20, Hetai Road,Hebian Village, Baiyun District,Guangzhou,China
Guangxi Shanyun Biochemical Science and Technology Co., Ltd
Contact:+86-0772--6828887
Address:#2 Industrial Park of Luzhai County, Liuzhou, Guangxi, China
Contact:+86-(0)21-3770 9035
Address:Room 301, Building 2, Meijiabang Road 1508, Shanghai China
Doi:10.1021/ol4021095
(2013)Doi:10.1021/jo01045a519
(1963)Doi:10.1016/j.bmc.2019.04.027
(2019)Doi:10.1016/0040-4039(96)01101-X
(1996)Doi:10.1023/B:RUGC.0000030409.75067.37
(2004)Doi:10.1016/S0040-4039(01)89908-1
(1967)
