Gold-catalysed facile access to indene scaffolds via sequential C-H functionalization and 5-endo-dig carbocyclization
1Shanghai Key Laboratory of Green Chemistry and Chemical Process, School of Chemistry and Molecular Engineering, East China Normal University, 3663 N. Zhongshan Road, Shanghai 200062, China. lliu@chem.ecnu.edu.cn jlzhang@chem.ecnu.edu.cn.
Abstract:
A concise synthesis of functionalized indene derivatives via the gold(i)-catalysed cascade C-H functionalization/conia-ene type reaction of electron-rich aromatics with o-alkynylaryl α-diazoesters has been developed. In this transformation, the gold catalyst not only catalysed the formation of the zwitterionic intermediate via intermolecular C-H functionalization but promoted the subsequent intramolecular 5-endo-dig cyclization via activation of alkynes. The reaction is characterized by high chemo- and site-selectivity, readily available starting materials, nice functional-group tolerance and mild reaction conditions.
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