Journal of the Chemical Society. Perkin transactions I p. 1241 - 1252 (1989)
Update date:2022-08-05
Topics:
Muraoka, Motomu
Yamamoto, Tatsuo
Enomoto, Kazuo
Takeshima, Tatsuo
A series of stable 2-alkoxycarbonyl enamino thioaldehydes (2a-g) were synthesized by solvolysis of the Vilsmeier salts (1) with aqueous or methanolic sodium hydrogen sulphide. Three 2-alkoxycarbonyl enamino selenaldehydes were obtained as the pentacarbonyltungsten(o) complexes (7a-c). The 2-cyano and simple enamino thioaldehydes (3a-m) and (6a-j) (including some new homologues obtained by an improved synthetic method) are described. Some reactions of 2-cyano and 2-alkoxycarbonyl enamino thioaldehydes were examined e.g. oxidation with MCPBA to give the isothiazoles (8). The symmetrically tetrasubstituted pyridines (9) were produced by bimolecular cyclisation under acidic conditions: hydrolysis in acidic 95% aq. EtOH gave the enamino aldehydes (11) and aroylacetonitriles (12) together with (9). The imines (13) were formed in good yield on reaction with primary amines.
View MoreContact:86-574-26865651
Address:529 YuanBaoShan Road, Beilun District
Suzhou SuKaiLu Chemical Technology Co., Ltd.
Contact:+86-512-62766020
Address:Floor 4, Building 1, Xinyi Pharmaceutical Valley Wisdom Industrial Park, 415 Changyang Street, Suzhou Industrial Park, Jiangsu Province
Contact:86-10-62983737; +86-10-51287608
Address:4/F Building C, 2 Shangdi Xinxi Road
Chengdu Push Bio-technology Co., Ltd
Contact:86-28-85370565
Address:No.8 Wuke West Second Road, Wuhou
Hangzhou GreenCo Science & Technology Co., Ltd.
Contact:86-571-88257303
Address:1713 Room,Jingui Building,Gudun Road,Xihu District,Hangzhou,China
Doi:10.1039/c9gc03608c
(2020)Doi:10.1016/S0957-4166(01)00069-6
(2001)Doi:10.1021/ja010220s
(2001)Doi:10.1002/bip.360100612
(1971)Doi:10.1002/ejoc.200701009
(2008)Doi:10.1021/ol0159423
(2001)
