Journal of Organic Chemistry p. 1488 - 1494 (1984)
Update date:2022-08-04
Topics:
Makosza, Mieczyslaw
Golinski, Jerzy
Baran, Janusz
Carbanions of α-chloroalkyl phenyl sulfones and N,N-dialkyl-α-chloroalkanesulfonamides react with nitrobenzenes to effect direct nucleophilic replacement of hydrogen ortho and para to the nitro group, with vicarious loss of chloride anion, to give the corresponding nitrobenzylsulfonyl derivatives.The reaction occurs much more rapidly than the replacement of such good leaving groups as halogen, methoxy, and phenoxy.Most substituents in the nitrobenzene ring do not interfere with the reaction.The effect of substituents in the nitrobenzene and the carbanion on the orientation of the substitution is discussed.
View MoreSHANGHAI RC CHEMICALS CO.,LTD.
website:http://www.rcc.net.cn
Contact:+86-21-50322175
Address:Rm1415 Yinqiao Masion No.58 Jinxin Road Pudong Shanghai China
Tianjin Emulsion Science&Technology Development Co.,Ltd
Contact:13901380442
Address:Vake Garden New Town New Yi Bai Road Beichen District Tianjin,China
AUSHUN PHARMACEUTICAL TECHNOLOGY CO,.LTD
Contact:+86-25-86883560 15951806178
Address:14 Dayingbi, Zhujiang Rd. East, Nanjing, Jiangsu, China.
Shanghai Witshoot Internet Technology Co Ltd
Contact:+86-21-66390020
Address:Room 419, No.285 Luochuan Road (E)
Sichuan Mianzhu Ronghong Chemical Co.,LTd
Contact:8613981840544
Address:XINSHI INDUSTRY PARK,MIANZHU,SICHUAN,CHINA
Doi:10.1016/S0040-4039(00)94232-1
(1983)Doi:10.1074/jbc.M112.355503
(2012)Doi:10.1002/chem.200501058
(2006)Doi:10.1021/ol060490l
(2006)Doi:10.1021/jm0510732
(2006)Doi:10.1016/j.jorganchem.2006.01.020
(2006)