Journal of Organic Chemistry p. 6034 - 6038 (1991)
Update date:2022-09-26
Topics:
Larsen, Robert D.
Reamer, Robert A.
Corley, Edward G.
Davis, Paul
Grabowski, Edward J. J.
et al.
A modification of the Bischler-Napieralski reaction for the cyclization of (1,2-diphenylethyl)amides to the 3-aryl-3,4-dihydroisoquinolines is presented.Elimination of the amide group as the nitrile via the retro-Ritter reaction is avoided by its conversion to an N-acyliminium intermediate with oxalyl chloride-FeCl3.Removal of the oxalyl group in refluxing MeOH-sulfuric acid provides the 3,4-dihydroisoquinolines in moderate to high yields.The method is also highly effective with (2-phenylethyl)amides.
View MorePuyang Willing Chemicals Co.,Ltd.
Contact:86-393-4840366
Address:Puyang Henan China
website:http://www.angchenchem.com
Contact:+86-510-88302099 82327577
Address:Rm. 404/405, Floor 4th, No. 983 FengXiang Road, Wuxi, China
Nanjing Yuance Industry&Trade Co., Ltd.
website:http://www.njyuance.cn/
Contact:+86-25-85439097
Address:B1702, Aoti Bldg, No. 130, Aoti Avenue, Nanjing, China
Changzhou Ansciep Chemical Co.,Ltd.
Contact:+86 519 8630 5871
Address:A-710 Boan International, 8 East Guangdian Road,Wujin,Changzhou
Xi'an Costrong Pharmaceutical Co., Ltd.
Contact:029- 68576496
Address:Room 2004,Shuibao Building,No.190,South Erhuan Rd, Yanta District,Xi'an,Shaan Xi,China
Doi:10.1016/S0040-4020(01)93072-8
(1970)Doi:10.1021/ja0175845
(2002)Doi:10.1246/bcsj.43.2230
(1970)Doi:10.1021/ol006102b
(2000)Doi:10.1002/chem.201406100
(2015)Doi:10.1016/j.jorganchem.2006.02.002
(2006)
