Journal of Organic Chemistry p. 12992 - 13002 (2019)
Update date:2022-09-26
Topics:
Brandhofer, Tobias
Gini, Andrea
Stockerl, Sebastian
Piekarski, Dariusz G.
García Manche?o, Olga
A simple and mild Cu-catalyzed oxidative three-component oxidative Ugi-type method for the synthesis of a variety of substituted imides has been developed. In this direct imidation approach, benzoyl peroxide serves as both the oxidant and the carboxylate source, allowing not only the functionalization of C(sp3)-H bonds in α-position to an amine but also benzylic substrates. This procedure presents a wide substrate-type and functional group tolerance. Moreover, the mildness of the method permitted us to extend its application to the late stage functionalization of complex natural products such as the alkaloids brucine and strychnine, leading to interesting highly functionalized imide derivatives. On the basis of experimental and computational studies, a plausible mechanism has been proposed.
View MoreAUSHUN PHARMACEUTICAL TECHNOLOGY CO,.LTD
Contact:+86-25-86883560 15951806178
Address:14 Dayingbi, Zhujiang Rd. East, Nanjing, Jiangsu, China.
Contact:+65 9658 0999
Address:26 Sin Ming Lane, Midview City, #05-118, Singapore 573971
Liaoyang hengye Chemical Co., Ltd.
Contact:86-419-5850866
Address:North Old Xiaoxiao Road,Yantai District, Dengta, Liaoyang, Liaoning, China
Jiande City Silibase Silicone New Material Manufacture Co., Ltd.
Contact:15967177856
Address:Genglou Industrial Development Area
website:http://www.afinechem.com
Contact:+86-571-85134551
Address:No. 206 Zhen Hua Road, Hangzhou 310030, Zhejiang, China
Doi:10.1021/acs.jmedchem.7b00807
(2017)Doi:10.1021/ja00165a054
(1990)Doi:10.1002/zaac.200900333
(2010)Doi:10.1139/V10-061
(2010)Doi:10.1248/cpb.58.602
(2010)Doi:10.1039/c0nj00039f
(2010)