Journal of the Chemical Society. Perkin transactions I p. 725 - 732 (1988)
Update date:2022-07-30
Topics:
Yamamoto, Yohsuke
Sakaguchi, Akira
Yoshida, Hiroshi
Akiba, Kin-ya
Reactions of N-silyl- or N-acyl-pyrimidinium salts with enol trimethylsilyl ethers were carried out to afford the adducts with a 2-oxoalkyl group, that is, 2-hydroxy-4-(2-oxoalkyl)-1,2,3,4-tetrahydro-pyrimidines (9) or the 3-acyl derivatives (8), respectively.Monoacylation of compounds (9) gave monoamides (8) in high yields.Exhaustive acylation of diamines (9) with a large excess of 2,2,2-trichloroethyl chloroformate in the presence of pyridine gave bicyclic compounds, 2-oxa-8,9-diazabicyclo<3.3.1>nona-3,6-dienes (14).By addition of trifluoroacetic acid, compounds (14) were reopened to afford 3,4-dihydropyrimidinium salts (11'), which were subjected to nucleophilic attack to give 1,2,3,4-tetrahydopyrimidines (16) in high yield.
View Morewebsite:https://www.finerchem.com
Contact:+86-531-88989536
Address:New Material Industrial Park, Jinan City, China
Contact:86-575-86132822，86-575-86085355
Address:No.418 Dadao West Road,Qixing Street,Xinchang, Zhejiang Province, China.
Taizhou Elitechemie MediPharma Technology Co.,Ltd.
Contact:+86-523-86810021
Address:Building G14,NO.1 Avenue,China Medical City, Taizhou, Jiangsu,China
Zhejiang Haizhou Pharmaceutical Co., Ltd.
website:https://www.haizhoupharma.com/
Contact:+86-576-88221016
Address:No. 19, Donghai 5th Avenue, Yanhai Industrial Zone, Linhai, Zhejiang, China
Tianjin Hedong Red Cliff Chemical Reagent Factory
Contact:+86-022-84780548
Address:Li Ming Zhuang Gong Ye Yuan,Dongli District,Tianjin,China
Doi:10.1016/j.tetasy.2009.03.001
(2009)Doi:10.1021/jo00258a024
(1988)Doi:10.1021/ic900198h
(2009)Doi:10.1016/j.jorganchem.2008.03.031
(2008)Doi:10.1016/j.tetlet.2009.03.069
(2009)Doi:10.1016/S0020-1693(00)87511-8
(1988)
