Journal of Organic Chemistry p. 4991 - 4994 (1995)
Update date:2022-09-26
Topics:
Wassmundt
Pedemonte
Reaction conditions for the formation of dibenzofurans from diazotized o-(aryloxy)anilines have been examined. Several promoters (hydroquinone, SnCl2, NaI, CuSO4, FeSO4, etc.) have been discovered; these act as electron donors and promote a free-radical mechanism. The best of these is FeSO4 which shortens the reaction time from hours to minutes and contributes to high yields (77-83%). We have been able to transform the cyclization to a reliable and convenient synthesis.
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