Journal of Organic Chemistry p. 3486 - 3496 (2018)
Update date:2022-08-05
Topics:
Kim, Hyunseok
Park, Sangjune
Baek, Yonghyeon
Um, Kyusik
Han, Gi Uk
Jeon, Da-Hye
Han, Sang Hoon
Lee, Phil Ho
An oxidative cleavage of a C-C double bond is developed from the photochemical [2+2]-cycloaddition of diaryl N-tosyl enamides, aryl heteroaryl N-tosyl enamides, and N-tosyl cyclic enamides with singlet molecular oxygen, followed by a ring-opening reaction mediated by Cs2CO3 under air and sunlight without the use of photosesitizer, producing symmetrical and unsymmetrical diaryl, heterodiaryl, and cyclic ketones in good to excellent yields. Moreover, the oxidative cleavage of C-C triple bonds from 1-alkynes is demonstrated for the synthesis of symmetrical and unsymmetrical ketones from the Cu-catalyzed [3+2]-cycloaddition, Rh-catalyzed alkoxyarylation, photooxygenation, and ring-opening reaction in one-pot. Because the synthesis of the symmetrical and unsymmetrical diaryl and/or heterodiaryl ketones bearing an electron-donating group is not easy, the present method is notable.
View MoreContact:732.938.2777
Address:5012 Industrial Road Farmingdale, NJ 07727
Shanghai Haoyuan Chemexpress Co., Ltd.
Contact:86-21-51870955;58998985;58999585
Address:Room 601, No. 2 BLD, NO. 720, Cailun Road, Zhangjiang, Shanghai, China
Laohekou Jinghong Chemical Co.,Ltd
Contact:+86-0710-3702747
Address:163.East,Huagong Road,Laohekou
Tianjin Chemsyntech Chemical Co., Ltd
Contact:+86-22-60872258
Address:Haitai green industry base in Tianjin, K1,5-601
Contact:+86-512-56795332
Address:No227 Shuanglong Rd, Fenghuang, Zhangjiagang
Doi:10.1021/ic800490t
(2008)Doi:10.1021/jm8004702
(2008)Doi:10.1016/j.tet.2008.05.133
(2008)Doi:10.1039/c4md00412d
(2015)Doi:10.1039/DT9800001145
(1980)Doi:10.1039/b806243a
(2008)