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Issue 60, 2016
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Gold-catalysed facile access to indene scaffolds via sequential C–H functionalization and 5-endo-dig carbocyclization

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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.

Graphical abstract: Gold-catalysed facile access to indene scaffolds via sequential C–H functionalization and 5-endo-dig carbocyclization

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Publication details

The article was received on 13 May 2016, accepted on 27 Jun 2016 and first published on 27 Jun 2016


Article type: Communication
DOI: 10.1039/C6CC04034A
Chem. Commun., 2016,52, 9351-9354

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    Gold-catalysed facile access to indene scaffolds via sequential C–H functionalization and 5-endo-dig carbocyclization

    B. Ma, Z. Wu, B. Huang, L. Liu and J. Zhang, Chem. Commun., 2016, 52, 9351
    DOI: 10.1039/C6CC04034A

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