7742-53-2

Upstream product

• 23932-95-8 5-(2-benzoyloxy-ethyl)-3-benzyl-2-[(hydroxy-methoxy-phosphoryloxy)-phenyl-methyl]-4-methyl-thiazolium betaine 
• 17511-95-4 5-(2-benzoyloxy-ethyl)-3-benzyl-2-(diethoxyphosphoryloxy-phenyl-methyl)-4-methyl-thiazolium; bromide 
• 16311-68-5 3-benzyl-5-(3-hydroxyethyl)-4-methylthiazol-3-ium bromide 
• 100-39-0 benzyl bromide 
• 4568-71-2 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride 
• 134-81-6 benzil 
• 98-88-4 benzoyl chloride 
• 1394043-84-5 2-((benzoyloxy)(phenyl)methyl)-3-benzyl-5-(2-hydroxyethyl)-4-methylthiazol-3-ium chloride 
• 137-00-8 5-hydroxyethyl-4-methylthiazole 
• 7742-52-1 4-benzyl-6-(2-hydroxyethyl)-5-methyl-2-phenyl-2,3-dihydro-4H-1,4-thiazin-3-one 
• 3277-27-8 diethyl benzoylphosphonate 

Relevant academic research and scientific papers

Unexpected reactivity of diaryl α-diketones with thiazolium carbenes: Discovery of a novel multicomponent reaction for the facile synthesis of 1,4-thiazin-3-ones

Diaryl α-diketones do not undergo polarity reversal in the presence of (benzo)thiazolium carbenes but are engaged in a novel multicomponent reaction with water to efficiently give medicinally relevant 1,4-thiazin-3-one heterocycles. Three different sets of conditions have been optimized to furnish the title compounds in fair to excellent yields depending on the electronic properties of α-diketone aromatic substituents and thiazolium or benzothiazolium substrate. A plausible reaction mechanism is also proposed based on the isolation and characterization of the postulated key intermediate and isotopic labeling experiments.