Synthesis of Carbazoles and Dibenzofurans via Cross-Coupling of o-Iodoanilines and o-Iodophenols with Silylaryl Triflates
Zhijian Liu and Richard C. Larock*
*Department of Chemistry, Iowa State University, Ames, Iowa 50011, Email: larockiastate.edu
Z. Liu, R. C. Larock, Org. Lett., 2004, 6, 3739-3741.
DOI: 10.1021/ol048564l (free Supporting Information)
An efficient route to carbazoles and dibenzofurans has been developed. The reaction of o-iodoanilines or o-iodophenols with silylaryl triflates in the presence of CsF to afford N- or O-arylated products is followed by a cyclization using a Pd catalyst to carbazoles and dibenzofurans in good to excellent yields. Various functional groups are tolerated.
see article for more examples