Synthesis of Aromatic Trifluoromethyl Compounds by Ring Expansion of Cyclodienes

Article abstract of DOI:10.1016/S0022-1139(00)82670-6

Chlorotrifluoromethyl-1-diazirine was used for a source of chlorotrifluoromethyl carbene.The carbene added to cyclic dienes to give trifluoromethylated six-membered aromatic compounds.Thus, pyrrole gave 3-(trifluoromethyl)pyridine and cyclopentadiene gave benzotrifluoride.