Issue 19, 2012
From the journal:

RSC Advances

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

Liang-Feng Yao,a   Davin Tan,a   Xiaohe Miaoa  and  Kuo-Wei Huang*a  

* Corresponding authors

a King Abdullah University of Science and Technology (KAUST), Division of Chemical and Life Sciences and Engineering and KAUST Catalysis Center, Thuwal, Saudi Arabia
E-mail: hkw@kaust.edu.sa

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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Article information

DOI
https://doi.org/10.1039/C2RA20852K
Article type
Paper
Submitted
03 May 2012
Accepted
19 Jun 2012
First published
24 Jul 2012

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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