Tetrahedron p. 2075 - 2086 (1997)
Update date:2022-07-29
Topics:
Briere, Jean-Francois
Charpentier, Patricia
Dupas, Georges
Queguiner, Guy
Bourguignon, Jean
The synthesis of novel pyrrolo[3,2-c]isoquinolines is investigated starting from 3-aminosuccinimides. Various known routes leading to 3-aminosuccinimides were tested but a new approach via nucleophilic addition of arylalkylamines on maleimide gave better results. The regioselectivity of the reduction of these compounds was shown to depend on the degree of substitution of the concerned 3-aminosuccinimide. The hydroxylactams are formed in-situ, then converted into the ethoxylactams. The latter, after generation of an iminium salt, afforded the target pyrroloisoquinolines and two further derivatives of another new heterocyclic system: the 3,6-methano-2,5-benzodiazocine.
View MoreSuzhou Wedo Chemicals Co., Ltd.
Contact:86 512 58100425
Address:Zonger Road, DongSha Industry Park , Zhangjiagang, Jiangsu, China
Nantong Kaixin Pharma Chemical Co.,Ltd.
Contact:86-513-85250786
Address:2-1103 Huachen Mansion, 111 Gongnong Road,Nantong, Jiangsu, China
Contact:+1-416-493-6870
Address:Toronto, Canada
Contact:+49-4101-3053-0
Address:Waldhofstrasse 14 ,25474 Ellerbek Germany
Taizhou Elitechemie MediPharma Technology Co.,Ltd.
Contact:+86-523-86810021
Address:Building G14,NO.1 Avenue,China Medical City, Taizhou, Jiangsu,China
Doi:10.1039/b406770c
(2004)Doi:10.1021/jm00286a029
(1971)Doi:10.1016/j.poly.2018.01.014
(2018)Doi:10.1021/acs.joc.8b03262
(2019)Doi:10.1021/jm00286a025
(1971)Doi:10.1021/ja01193a015
(1947)