
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 MoreBeijing Zhongshuo Pharmaceutical T & D Co.,Ltd
Contact:0086-10-64430626
Address:ea No 16, HEPINGLI,DONGCHENG DISTRICT,BEIJING,P.R.CHINA.
Contact:886 2 2541 0022
Address:8 Fl., No. 11, Sec. 1, Chung Shan North Rd., Taipei, Taiwan R.O.C.
Angelisun(Chongqing) Pharmaceutical Co., LTD.
Contact:+86-23-68030926-816
Address:D1-7 Tech & Entrepreneurs Park, Kecheng Road, Erlang Hi-Tech Areas, Chongqing, China
Jiangsu Haian Petro chemical Plant
Contact:+86-513-88902723
Address:99, Changjiang West Road, Haian County, Jiangsu
Leshan Kai Yada Photoelectric Technology Co., Ltd.,
website:http://www.kydmaterials.com
Contact:0833-5603116
Address:Airport road Jiajiang county, Sichuan province,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)