Treatment of o-(ally1oxy) benzenediaonium tetrafluoroborate (la) 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 (lb-i) containing suitable unsaturated side chains behave similarly, but those (11, lm) in which there is an N- allylsulfonamido group yield mainly products formed by endo cyclization. The diazonium ...
