Tetrahedron p. 4091 - 4102 (1989)
Update date:2022-08-05
Topics:
Simay, Antal
Prokai, Laszlo
Bodor, Nicholas
Oxidation of aryloxy-β-aminopropanols (1) with "activated" dimethylsulfoxide (DMSO) was found to provide a convenient "one-pot" method to synthesize aryloxy-β-aminoketo-oximes (3), without isolation of the unstable ketones 2.Assignment of Z and E stereoisomers of oximes 3 was based on 1H- and 13C-NMR studies.Spontaneous isomerisation of 3 was also observed and discussed.Dioxime derivatives 6 and 7 were first isolated as by-products in the oxidation of compounds 1 and an improved synthetic method for 6 was developed.The novel C-N oxidation step involved in the formation of 6 from 1 was rationalized on the basis of neighboring grou p effect.
View MoreShanghai Rich Chemicals Co., Ltd
website:http://www.richchemical.com
Contact:+86-21-20255798
Address:Pudong Shanghai,China
Jinan Baozhao Pharmaceutical Co., Ltd
Contact:0086-531-86397156 82371858 82371868
Address:Huaneng Road, Jinan, Shandong ,China
Xi'an Tizan Tech & Industry Co., Ltd.
Contact:86-18629066522
Address:C3009 TANG FENG INTERNATIONAL PLAZA, NO.18 FENGHUI NAN ROAD, XI'AN HIGH TECH ZONE, 710075 CHINA.
Zhejiang Tianyu Pharmaceutical Co., Ltd.
Contact:+86-576-84177669, 89189665,89189688,84168770
Address:Jiangkou Development Zone, Huangyan, Taizhou City, Zhejiang
TIANJIN ZHONGXIN CHEMTECH CO.,LTD.
Contact:86-022-66880623
Address:FINANCIAL STREET WEST BLK 7, #308, NO.52 XINCHENG WEST ROAD, TEDA, TIANJIN, P.R.CHINA
Doi:10.1021/acs.orglett.0c01297
(2020)Doi:10.1021/om100702x
(2010)Doi:10.1016/j.tet.2010.09.010
(2010)Doi:10.1016/j.tet.2010.04.065
(2010)Doi:10.1021/ol102465a
(2011)Doi:10.1002/chem.201002166
(2010)
