1394178-30-3

Upstream product

• 1394178-22-3 3-chloro-5-phenyl-4H-1,2,6-thiadiazin-4-one 
• 118486-97-8 1-methyl-2-(tributyltin)pyrrole 
• 1394178-23-4 3-bromo-5-phenyl-4H-1,2,6-thiadiazin-4-one 
• 1394178-17-6 3-methoxy-5-phenyl-4H-1,2,6-thiadiazin-4-one 
• 1394178-18-7 3-(benzyloxy)-5-phenyl-4H-1,2,6-thiadiazin-4-one 
• 1394178-20-1 3-hydroxy-5-phenyl-4H-1,2,6-thiadiazin-4-one 
• 1394178-21-2 3-phenyl-5-trifluoromethanesulfonoxy-4H-1,2,6-thiadiazin-4-one 

Relevant academic research and scientific papers

Synthesis of asymmetric 3,5-diaryl-4H-1,2,6-thiadiazin-4-ones via Suzuki-Miyaura and Stille coupling reactions

Asymmetric 3,5-diaryl substituted 4H-1,2,6-thiadiazin-4-ones can be prepared from 3,5-dichloro-4H-1,2,6-thiadiazin-4-one (1) via a multi-step protocol: selective nucleophilic mono-chloro substitution gives either the mono-methoxy or benzyloxy substituted mono-chlorothiadiazinones that can be phenylated via Suzuki-Miyaura coupling. Subsequent BBr3 mediated dealkylation gives 3-hydroxy-5-phenyl-4H-1,2,6-thiadiazin-4-one (9) that can be activated by a modified Finkelstein halodehydroxylation via the triflate, enabling further arylation reactions using Suzuki-Miyaura or Stille coupling chemistry.