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Issue 19, 2012
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A route to hydroxylfluorenes: TsOH-mediated condensation reactions of 1,3-diketones with propargylic alcohols

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Abstract

An efficient method of preparing hydroxylfluorenes by TsOH-mediated tandem alkylation/rearrangements of propargylic alcohols with 1,3-diketones is described. These reactions are accomplished in moderate to good yields under mild conditions to offer a straightforward and convenient one step synthetic route to hydroxylfluorene derivatives through a plausible mechanism involving a sequence of dehydration, addition, rearrangement and aromatization.

Graphical abstract: A route to hydroxylfluorenes: TsOH-mediated condensation reactions of 1,3-diketones with propargylic alcohols

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Publication details

The article was received on 03 May 2012, accepted on 19 Jun 2012 and first published on 24 Jul 2012


Article type: Paper
DOI: 10.1039/C2RA20852K
Citation: RSC Adv., 2012,2, 7594-7598
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    A route to hydroxylfluorenes: TsOH-mediated condensation reactions of 1,3-diketones with propargylic alcohols

    L. Yao, D. Tan, X. Miao and K. Huang, RSC Adv., 2012, 2, 7594
    DOI: 10.1039/C2RA20852K

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