The development of a new method for the assembly of unsymmetrical carbazoles is reported. The strategy involves the selective intramolecular functionalization of an arene C-H bond and the formation of a new arene C-N bond. The substitution pattern of the carbazole product can be controlled by the design of the biaryl amide substrate, and the method is compatible with a variety of functional groups. The utility of the new protocol was demonstrated by the concise synthesis of three natural products from commercially available materials.
The development of a new method for the assembly of unsymmetrical carbazoles is reported. The strategy involves the selective intramoleculn class="Chemical">ar functionalization of an arene C-H bond and the formation of a new arene C-N bond. The substitution pattern of the carbazole product can be controlled by the design of the biaryl amide substrate, and the method is compatible with a variety of functional groups. The utility of the new protocol was demonstrated by the concise synthesis of three natural products from commercially available materials.
Authors: S Lamansky; P Djurovich; D Murphy; F Abdel-Razzaq; H E Lee; C Adachi; P E Burrows; S R Forrest; M E Thompson Journal: J Am Chem Soc Date: 2001-05-09 Impact factor: 15.419
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