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 MoreTianjin Hedong Red Cliff Chemical Reagent Factory
Contact:+86-022-84780548
Address:Li Ming Zhuang Gong Ye Yuan,Dongli District,Tianjin,China
Weifang Yukai Chemical Co.,Ltd.
website:http://www.yukaichem.com/en.html
Contact:+86-536-8865336
Address:binhai economic development zone,262737 shangdong,china
BrightGene Bio-Medical Technology Co., Ltd.
website:https://en.bright-gene.com/
Contact:+86-512-62551801
Address:Building C25 - C31, No. 218 Xinghu Road, Suzhou Industrial Park, Suzhou, Jiangsu, China.
Contact:0550-7041128 0550-7090578
Address:Wangdian Street,Xinjie Town
QINGDAO ON-BILLION INDUSTRAIL CO.,LTD
website:http://www.obn.com.cn
Contact:+86-15005320811 +86-532-80681989
Address:F35 Parkson Mansion No.44-60 Zhongshan Rd.
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)