104994-79-8

Upstream product

• 56182-23-1 2-(but-3-en-1-yloxy)aniline 

Downstream Products

• 104994-81-2 4-((phenylthio)methyl)-3,4-dihyrdo-2H-1-benzopyran 
• 104994-80-1 o-(but-3-enyloxy)phenyl phenyl sufide 
• 104994-82-3 C₁₆H₁₆N₂OS 
• 57056-88-9 1-(but-3-en-1-yloxy)-2-iodobenzene 
• 107616-56-8 3-(iodomethyl)chromane 

Relevant academic research and scientific papers

Iododediazoniation of Arenediazonium Salts Accompanied by Aryl Radical Ring Closure

Treatment of o-(allyloxy)benzenediazonium tetrafluoroborate (1a) with sodium iodide in acetone affords the cyclized iodide 2a in good yield by a mechanism involving the generation and exo cyclization of the aryl radical 6a.Other diazonium salts (1b-i) containing suitable unsaturated side chains behave similarly, but those (1l,1m) in which there is an N-allylsulfonamido group yield mainly products formed by endo cyclization.The diazonium salts 1j and 1k do not give cyclized products.Factors affecting the mechanism, rates, and regiochemistry of the reaction are discussed.