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

Liangfeng Yao; Davin Tan; Xiaohe Miao; Kuo-Wei Huang

doi:10.1039/c2ra20852k

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

Liangfeng Yao, Davin Tan, Xiaohe Miao, Kuo-Wei Huang

Research output: Contribution to journal › Article › peer-review

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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. This journal is © The Royal Society of Chemistry 2012.

Original language	English (US)
Pages (from-to)	7594
Journal	RSC Advances
Volume	2
Issue number	19
DOIs	https://doi.org/10.1039/c2ra20852k
State	Published - 2012

ASJC Scopus subject areas

General Chemical Engineering
General Chemistry

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10.1039/c2ra20852k

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

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. This journal is {\textcopyright} The Royal Society of Chemistry 2012.",

author = "Liangfeng Yao and Davin Tan and Xiaohe Miao and Kuo-Wei Huang",

note = "KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: We would like to acknowledge the financial support from the King Abdullah University of Science and Technology and the assistance given by the Core Laboratories.",

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AU - Yao, Liangfeng

AU - Tan, Davin

AU - Miao, Xiaohe

AU - Huang, Kuo-Wei

N1 - KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: We would like to acknowledge the financial support from the King Abdullah University of Science and Technology and the assistance given by the Core Laboratories.

PY - 2012

Y1 - 2012

N2 - 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. This journal is © The Royal Society of Chemistry 2012.

AB - 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. This journal is © The Royal Society of Chemistry 2012.

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DO - 10.1039/c2ra20852k

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JO - RSC Advances

JF - RSC Advances

IS - 19

ER -

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

Abstract

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CCDC 879659: Experimental Crystal Structure Determination : 1,4-Dimethyl-9,9-diphenyl-9H-fluoren-3-ol

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

Abstract

ASJC Scopus subject areas

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Datasets

CCDC 879659: Experimental Crystal Structure Determination : 1,4-Dimethyl-9,9-diphenyl-9H-fluoren-3-ol

Cite this