Journal of the American Chemical Society p. 1010 - 1015 (1992)
Update date:2022-08-03
Topics: Synthesis additions Regiospecific nucleophilic Polysubstituted Naphthalenes
Gant, Thomas G.
Meyers
An efficient procedure for the selective functionalization of several positions of 2-methoxynaphthalene is described. Nucleophilic aromatic substitutions were carried out by displacing both a methoxy group and a neutral amine ortho to an oxazoline 6. 4-Substituted naphthalenes 8 were obtained from nucleophilic aromatic addition of an allyllithium species to a position para to the oxazoline 6. The resultant dihydronaphthalenes were converted to the fully aromatic systems 9 or alternatively substituted in the 2-position to form 10. Reductive cleavage of the oxazoline moities in 7 and 9 proceeded smoothly, producing the substituted naphthaldehydes 11.
View MoreHEZE KINGVOLT CHEMICAL CO., LTD
Contact:86-573-82118911
Address:Juancheng Industry Park
Nanjing HuiBaiShi Biotechnology Co.,Ltd.
Contact:+86 (25)58745219
Address:No.606 Ningliu Road,LiuHe District.
Contact:+86 21 34123252
Address:14, 4580 Dushi, Shanghai, China
RongCheng Tianyu Technology Co.,Ltd.
Contact:86-631-7519595
Address:220Ping Donghai Road RongChengCity,ShangDong Province China
Contact:86-510-82853889
Address:Rm.3732, No.18-2,Yonghe Rd.,Wuxi,Jiangsu,214023,China
Doi:10.1021/jm2017072
(2012)Doi:10.1007/s00706-011-0662-8
(2012)Doi:10.1055/s-0036-1591860
(2018)Doi:10.1016/j.tet.2011.11.078
(2012)Doi:10.1021/jo00296a073
(1990)Doi:10.1002/chem.201200294
(2012)