140424-41-5Relevant academic research and scientific papers
CONDENSED PYRIDINES. IX. SYNTHESIS AND PROPERTIES OF SUBSTITUTED 3-CYANO-5,6,7,8-TETRAHYDRO-2(1H)-QUINOLINETHIONES
Sharanin, Yu. A.,Goncharenko, M. P.,Shestopalov, A. M.,Litvinov, V. P.,Turov, A. V.
, p. 1767 - 1778 (2007/10/02)
The reaction of arylmethylenecyanothioacetamides with cyclohexanone or dimedone leads to the formation of 4-aryl-3-cyano-5,6,7,8-tetrahydro-2(1H)-quinolinethiones and 4-aryl-7,7-dimethyl-5-oxo-3-cyano-3,4,5,6,7,8-hexahydro-2(1H)-quinolinethiones, respectively.Upon heating in DMSO, these products undergo dehydrogenation to give 5,6,7,8-tetrahydro-2(1H)-quinolinethiones.These 2(1H)-quinolinethiones are smoothly alkylated at the sulfur atom by allyl bromide and phenacyl bromide.These transformations were used in the synthesis of substituted thienoquinolines and thiazoloquinolinium salts.
