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

Type
Article
Authors
Yao, Liangfeng
Tan, Davin
Miao, Xiaohe
Huang, Kuo-Wei cc
KAUST Department
Biological and Environmental Sciences and Engineering (BESE) Division
Chemical Science Program
Homogeneous Catalysis Laboratory (HCL)
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Date
2012
Permanent link to this record
http://hdl.handle.net/10754/562014

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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.
Citation
Yao, L.-F., Tan, D., Miao, X., & Huang, K.-W. (2012). A route to hydroxylfluorenes: TsOH-mediated condensation reactions of 1,3-diketones with propargylic alcohols. RSC Advances, 2(19), 7594. doi:10.1039/c2ra20852k
Sponsors
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.
Publisher
Royal Society of Chemistry (RSC)
Journal
RSC Advances
DOI
10.1039/c2ra20852k
Relations
Is Supplemented By:
  • [Dataset]
    Yao, L.-F., Tan, D., Miao, X., & Huang, K.-W. (2012). CCDC 879659: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/ccyjc3x. DOI: 10.5517/ccyjc3x HANDLE: 10754/624710
Collections
Articles; Biological and Environmental Science and Engineering (BESE) Division; Physical Science and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC)