68029-44-7Relevant academic research and scientific papers
Design and synthesis of pyrido[2,1- b ][1,3,5]thiadiazine library via uncatalyzed mannich-type reaction
Dotsenko, Victor V.,Frolov, Konstantin A.,Pekhtereva, Tatyana M.,Papaianina, Olena S.,Suykov, Sergey Yu.,Krivokolysko, Sergey G.
, p. 543 - 550 (2014/12/10)
This Research Article describes the synthesis of an over 700-member library of (8R/8S)-3-R-8-aryl-6-oxo-3,4,7,8-tetrahydro-2H,6H-pyrido[2,1-b][1,3,5]thiadiazin-9-carbonitriles by uncatalyzed Mannich-type reaction of N-methylmorpholinium (4R/4S)-4-aryl-3-cyano-6-oxo-1,4,5,6-tetrahydropyridin-2-thiolates with a set of primary amines and excessive HCHO. The scope and limitations of the reaction were studied. Starting thiolates were obtained in yields of 53-82% by multicomponent reaction of aromatic aldehydes, cyanothioacetamide, 2,2-dimethyl-1,3-dioxane-4,6-dione (Meldrum's acid), and N-methylmorpholine, followed by heterocyclization of the resulting Michael adducts.
