Journal of Organic Chemistry p. 15333 - 15346 (2018)
Update date:2022-08-03
Topics: Oxidation Transition-Metal-Free Conditions Selective Catalytic Morpholines Piperazines Dual C(sp3)-H
Chamorro-Arenas, Delfino
Osorio-Nieto, Urbano
Quintero, Leticia
Hernández-García, Luís
Sartillo-Piscil, Fernando
By using cheap and innocuous reagents, such as NaClO2, NaOCl, and catalytic amounts of TEMPO, a new environmentally friendly protocol for the selective and catalytic TEMPO C(sp3)-H oxidation of piperazines and morpholines to 2,3-diketopiperazines (2,3-DKP) and 3-morpholinones (3-MPs), respectively, has been developed. This novel direct access to 2,3-DKP from piperazines provides significant advantages over the traditional N-monoacylation/intramolecular C-N cyclization procedure. Additionally, by modulating the amounts of TEMPO, 2-alkoxyamino-3-morpholinone can be prepared from morpholine derivatives, which would enable further functionalization at the C2 position of the morpholine skeleton.
View MoreZhejiang Sucon Silicone Co.,Ltd
Contact:+86-575-88046692
Address:Qisheng Rd., Paojiang Industrial Zone, Shaoxing, Zhejiang, China.
QINGDAO DEVELOP chemistry Co.,Limited
Contact:+86-532-85807910
Address:98#Nanjing Road, Qingdao, China 266071
XI'AN CHUKANG BIOTECHNOLOGY CO.,LTD
Contact:29-63685658 63685359
Address:Room 3-1202,Building 1,Oriental oasis,East of Xianning Road,Xi'an,Shaanxi 710043 P.R.China
Tianjin Anda North Industrial & Business Co.Ltd.
Contact:86-22-24999306
Address:No.11 Erwei Road,Dongli Development Area,Tianjin,China
Zhuzhou Farshine Chemical Industry Co., Ltd
Contact:0086-731-28482786
Address:No. 1,Shui Xian Road, He Tang Dictrict,Hunan-412000,China
Doi:10.1021/jo962298a
(1997)Doi:10.1016/S0040-4039(00)61997-4
(1968)Doi:10.1021/acs.jmedchem.6b00579
(2016)Doi:10.1055/s-1997-806
(1997)Doi:10.1016/S0960-894X(00)00035-4
(2000)Doi:10.1016/S0957-4166(97)00184-5
(1997)