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PtCl4-catalyzed skeleton rearrangement-cyclization of tertiary indolyl-3-alkynols
Jing Zhou1, Youai Qiu, Junzhao Li
1Laboratory of Molecular Recognition and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou 310027, Zhejiang, People's Republic of China. masm@sioc.ac.cn.
Chemical Communications (Cambridge, England)
|April 13, 2017
Abstract:
An unexpected PtCl4-catalyzed cyclization reaction of tertiary indol-2-yl-3-alkynols occurred smoothly in toluene to form various poly-substituted carbazole derivatives efficiently. A possible mechanism involving the formation of a spiro-tricyclic intermediate via indole C-2 attack, highly selective ring expansion and then 1,2-migration has been proposed for the formation of carbazoles.