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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)


Abstract

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.

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Key Words

Carbazoles, Dibenzofurans, Pd Catalysis


ID: J54-Y2004-940