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.
Zibo Jujin Chemical Industry Co., Ltd.（Dongming Jujin Chemical Industry Co., Ltd. ）
Contact:+86-533-2975022
Address:No.99 Shanquan Road, Zhangdian District
shanghai jinshan pharmaceutical Co.,Ltd
Contact:021-57363011，13681638167
Address:No. 7966 Tingfeng Road,Jinshan,Shanghai,China
Hangzhou Kai Peng Biotechnology Co., Ltd.
Contact:86-571-89939007
Address:NO. 499, Wensan West Road, Xihu District, Hangzhou, 310012, China
Shanghai Bojing Chemical Co., Ltd.
Contact:021-37122233
Address:6F Buildiing 11,No.388,Baifu Road,District Fengxian.Shanghai, China.
Jiangsu Zhenfang Chemical CO.,LTD.(Suzhou Zhenfang Chemical Factory)
Contact:+86-512-69598882
Address:Room1201, Jiayuan Road No.1018, Xiangcheng District, Suzhou, 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)
