AN IMPROVED SYNTHESIS OF DIBENZOFURANS BY A FREE-RADICAL CYCLIZATION

被引:28
作者
WASSMUNDT, FW
PEDEMONTE, RP
机构
[1] Department of Chemistry, University of Connecticut, Storrs
关键词
D O I
10.1021/jo00121a016
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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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页码:4991 / 4994
页数:4
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