67048-57-1Relevant academic research and scientific papers
Synthesis of 2-llkoxycarbonyl enamino thioaldehydes and selenaldehydes (as Pentacarbonyltungsten(0) Complexes). Improved synthesis of simple and 2-cyano enamino thioaldehydes and some chemical reactions of these compounds
Muraoka, Motomu,Yamamoto, Tatsuo,Enomoto, Kazuo,Takeshima, Tatsuo
, p. 1241 - 1252 (2007/10/02)
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.
