Bulletin of the Chemical Society of Japan p. 2781 - 2790 (1997)
Update date:2022-08-04
Topics:
Tohda, Yasuo
Yanagidani, Takeshi
Hiramatsu, Shin-Ichi
Nishiwaki, Nagatoshi
Tani, Keita
Imagawa, Kazuko
Ariga, Masahiro
The reaction of the sodium salt of 2-acylmethyl-4,4-dimethyl-2-oxazolines with α,β-acetylenic ketones in ethanol gave Michael adducts, which were easily transformed to 4,6-disubstituted 3-acyl-1-(2-hydroxy-1,1-dimethylethyl)-2-pyridones by silica gel. N-Dealkylation of the pyridones was performed using hydrochloric acid in good yields. Deacylation of the pyridones was performed using potassium hydroxide. A mild treatment of the pyridones with bases or silica gel gave 7-oxa-1-azabicyclo[4.3.0]non-3-en-2-one derivatives via intramolecular Michael addition. A similar reaction of 2-phenacyl-2-oxazoline with diphenylpropynone gave the corresponding 1-(2-hydroxyethyl)-2-pyridone derivative, which was inert against these 1-dealkylation, 3-deacylation, and intramolecular addition reactions.
View MoreWUXI HONOR SHINE CHEMICAL CO.,LTD
Contact:+86-510-83593312
Address:No.1699 Huishan avenue,Huishan district,Wuxi ,Jiangsu,China,214177.(Wuxi Huishan Ecomonic Develop Zone )
Contact:+86-371-67759225
Address:No.32, Jinsuo Road, High-tech Zone
Hebei Lead Bio-Chemicals Co., Ltd.
website:http://www.ldbiochem.com
Contact:+86-311-87826503
Address:481, Heping West Road, Shijiazhuang,China
Hubei Danao Pharmaceutical Co.,Ltd.
website:http://www.danaopharm.com
Contact:+86-719-5251167
Address:Fandan Road,Danjiangkou,Hubei
Xinjiang Fufeng Biotechnologies Co., Ltd.
Contact:+86-539-7287111
Address:GANQUANPU INDUSTRIAL PARK, ECONOMIC AND TECHNOLOGICAL DEVELOPMENT AREA (TOUTUNHE DISTRICT) OF URUMQI
Doi:10.1016/S0040-4020(97)10134-X
(1997)Doi:10.1139/v97-165
(1997)Doi:10.1016/S0022-328X(97)00157-5
(1997)Doi:10.1016/S0960-894X(99)00279-6
(1999)Doi:10.1016/S0008-6215(97)00233-4
(1997)Doi:10.1016/S0040-4020(97)10293-9
(1998)