452070-77-8Relevant articles and documents
A one-pot access to 6-substituted phenanthridines from fluoroarenes and nitriles via 1,2-arynes
Pawlas, Jan,Begtrup, Mikael
, p. 2687 - 2690 (2002)
A one-pot f-BuLi-induced synthesis of 6-substituted phenanthridines from fluoroarenes and nitriles via 1,2-arynes is reported. Aryl-and hetaryl nitriles, cyanamides, and trimethylacetonitrile gave phenanthridine products. The method was extended to provide bisphenanthridine 10 by a one-pot bis-cyclization, using 1,3-dicyanobenzene and PhF in 1:5 ratio. Reaction of 1-fluoronaphthalene and 4-chlorofluorobenzene with benzonitrile afforded the regioisomerically pure products 11 and 12, respectively.