ChemInform Abstract: Efficient Synthesis of Carbazoles via PtCl 2 -Catalyzed RT Cyclization of 1-(Indol-2-yl)-2,3-allenols: Scope and Mechanism.
A detailed study on the scope of the efficient PtCl(2)-catalyzed synthesis of carbazoles from 1-(indol-2-yl)-2,3-allenols is described. Through isotopic labeling experiments, it is confirmed that the reaction proceeds through a unique metal carbene intermediate, which undergoes subsequent highly selective 1,2-hydrogen migration to afford carbazoles. The reaction shows wide scope and allows the introduction of a variety of different substituents at different positions on the carbazole due to the substituent-loading capability of both indole and the allene moiety.
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