Homolytic aromatic substitution of heterocyclic compounds. Part II. Phenylation of furan

Abstract

The phenylation of furan, carried out with several phenylating agents, afforded in very case a single substitution product, 2-phenylfuran. Similar results were obtained with p-chlorophenyl radicals which afforded only 2-(p-chlorophenyl)furan. The use of phenylazotriphenylmethane as phenylating agent afforded 2-phenylfuran in low yields; the main products of this reaction were two isomeric 2,5-dihydro-2-phenyl-5-triphenylmethylfurans.