Journal of Organic Chemistry p. 4482 - 4489 (1994)
Update date:2022-08-05
Topics:
Boy, P.
Combellas, C.
Suba, C.
Thiebault, A.
Unsymmetrical polyaryls are electrosynthesized in liquid ammonia by a single-step SRN1 reaction in the presence of a redox mediator starting from aromatic halides and 2,6-di-tert-butyl phenoxide.With monoaryl halides activated by electron-withdrawing substituents (N of pyridyl or quinolyl, trifluoromethyl, cyano, sulfone, ester, ketone, alkyl sulfide, N(1+) of anilinium), biaryls are obtained in good yields (between 50 and 95percent).The yields of ter- and quateraryls are lower (40percent maximum).The reaction is extended to other ortho-disubstituted phenols.Elimination reactions of the tert-butyl groups from the products are achieved by a Friedel-Crafts reaction using either trifluoromethanesulfonic acid or aluminum trichloride as catalysts.
View MoreKINHENG CHEMICAL(SHANGHAI)CO., LTD.
Contact:+8621-60490170
Address:Room401, No.28,Lane 189, Yangshupu Rd. Shanghai, China.
JIANGXI ZHANGFENG CHEMICAL CO., LTD.
Contact:+86-0799-3413066
Address:Xiyuan village, Xiabu Town, Xiangdong District
website:http://www.tbbmed.com
Contact:86--21-50498136
Address:Room 6002, Building 7-1, No.160 Basheng Road,Pudong Area,Shanghai China
Shanghai Hanhong Scientific Co.,Ltd.
website:http://www.chemvia.com
Contact:+86-21-64541543,54280654,13918533501
Address:Jiachuan Road 245
Angelisun(Chongqing) Pharmaceutical Co., LTD.
Contact:+86-23-68030926-816
Address:D1-7 Tech & Entrepreneurs Park, Kecheng Road, Erlang Hi-Tech Areas, Chongqing, China
Doi:10.3184/174751912X13408123396599
(2012)Doi:10.3906/kim-1110-8
(2012)Doi:10.1021/ja306168h
(2012)Doi:10.1080/00397911.2011.576448
(2012)Doi:10.1021/ol301848v
(2012)Doi:10.1007/BF00963505
(1991)