128950-98-1

Upstream product

• 98606-76-9 3,3-bis(methylthio)-1-(2-naphthyl)-2-propen-1-one 
• 105-36-2 ethyl bromoacetate 
• 89186-81-2 1-ethoxy-1,3-bis[(trimethylsilyl)oxy]buta-1,3-diene 

Relevant academic research and scientific papers

Regioselective synthesis of 3-(methylthio)phenols by formal [3+3]-cyclocondensations of 3-oxo-bis(methylthio)ketenacetals with 1,3-bis(trimethylsilyloxy)-1,3-butadienes and 1,3-dicarbonyl dianions

The cyclization of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with 3-oxo-bis(methylthio)ketenacetals afforded 3-(methylthio)phenols containing an acyl or ester substituent located at position 2. The cyclization of free 1,3-dicarbonyl dianions with 3-oxo-bi

Reformatsky Reaction on α-Oxo Ketene Dithioacetals: Synthesis of Substituted and Fused Ethyl 2-Hydroxy-6-(methylthio)benzoates, 6-(Methylthio)pyran-2-ones, and 6-(Methylthio)-2(1H)-pyridone Derivatives

A novel cycloaromatization reaction leading to substituted and annelated ethyl 2-hydroxy-6-(methylthio)benzoates 4 by condensation of α-oxo-ketene dithioacetals with an excess of Reformatsky reagent from ethyl bromoacetates through intermediate dienes 3 has been described.The reaction has also been extended for the synthesis of substituted ethyl 3-hydroxy-5-(methylthio)stilbenecarboxylates 9 by using cinnamoyl ketene dithioacetals 8.A few of the benzoates 4 were desulfurized to the corresponding salicylate derivatives 5.Reaction of acyclic oxo ketene dithioacetals with ethyl(bromozincio)acetate in the presence of cuprous iodide afforded 4- (or 4,5-)substituted 6-(methylthio)pyran-2-ones 15 in moderate to good yields.A probable mechanism for the formation of 15 is suggested.Cyclization of the acyclic dienes 3 or the carbinols 10 with ammonium acetate in refluxing acetic acid afforded the corresponding 4- (or 4,5-)substituted 6-(methylthio)-2(1H)-pyridones 22.