Fluoride-Assisted Activation of Calcium Carbide: A Simple Method for the Ethynylation of Aldehydes and Ketones

Hosseini, Abolfazl; Seidel, Daniel; Miska, Andreas; Schreiner, Peter R.

doi:10.1021/acs.orglett.5b01219

Title: Fluoride-Assisted Activation of Calcium Carbide: A Simple Method for the Ethynylation of Aldehydes and Ketones

Authors:

Hosseini, Abolfazl ^[1]; Seidel, Daniel ^[2]; Miska, Andreas ^[3]; Schreiner, Peter R. ^[1]

Institute of Organic Chemistry, Justus-Liebig University, Heinrich-Buff-Ring 58, 35392 Giessen, Germany
Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, Piscataway, New Jersey 08854, United States
Institute of Inorganic and Analytical Chemistry, Justus-Liebig University, Heinrich-Buff-Ring 58, 35392 Giessen, Germany

Publication Date:: Fri May 22 00:00:00 EDT 2015

Sponsoring Org.:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

OSTI Identifier:: 1183811

Grant/Contract Number:: AC02-76SF00515

Resource Type:: Published Article

Journal Name:: Organic Letters

Additional Journal Information:: Journal Name: Organic Letters Journal Volume: 17 Journal Issue: 11; Journal ID: ISSN 1523-7060

Publisher:: American Chemical Society

Country of Publication:: United States

Language:: English

Citation Formats


                    Hosseini, Abolfazl, Seidel, Daniel, Miska, Andreas, and Schreiner, Peter R. Fluoride-Assisted Activation of Calcium Carbide: A Simple Method for the Ethynylation of Aldehydes and Ketones.  United States: N. p., 2015. 
Web.  doi:10.1021/acs.orglett.5b01219.

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                    Hosseini, Abolfazl, Seidel, Daniel, Miska, Andreas, & Schreiner, Peter R. Fluoride-Assisted Activation of Calcium Carbide: A Simple Method for the Ethynylation of Aldehydes and Ketones.  United States.  https://doi.org/10.1021/acs.orglett.5b01219

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                    Hosseini, Abolfazl, Seidel, Daniel, Miska, Andreas, and Schreiner, Peter R. Fri .  
"Fluoride-Assisted Activation of Calcium Carbide: A Simple Method for the Ethynylation of Aldehydes and Ketones".  United States.  https://doi.org/10.1021/acs.orglett.5b01219.

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@article{osti_1183811,

  title        = {Fluoride-Assisted Activation of Calcium Carbide: A Simple Method for the Ethynylation of Aldehydes and Ketones},

  author       = {Hosseini, Abolfazl and Seidel, Daniel and Miska, Andreas and Schreiner, Peter R.},

  abstractNote = {},

  doi          = {10.1021/acs.orglett.5b01219},

  journal      = {Organic Letters},

  number       = 11,

  volume       = 17,

  place        = {United States},

  year         = {Fri May 22 00:00:00 EDT 2015},

  month        = {Fri May 22 00:00:00 EDT 2015}

}

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Title: Fluoride-Assisted Activation of Calcium Carbide: A Simple Method for the Ethynylation of Aldehydes and Ketones

Citation Formats

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Au-Catalyzed Formation of Functionalized Quinolines from 2-Alkynyl Arylazide Derivatives journal, August 2013

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The use of calcium carbide in one-pot synthesis of symmetric diaryl ethynes journal, January 2006

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Synthesis of acetylenic alcohols with calcium carbide as the acetylene source journal, January 2013

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Carbonylation of Propargyl Carbamates with Palladium(II) Bisoxazoline Catalysts: Efficient Synthesis of 5-Methoxy-3(2 H )-furanones journal, June 2013

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Facile Synthesis of Halogenated Spiroketals via a Tandem Iodocyclization journal, April 2014

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journal, June 1949

Synthesis of secondary propargyl alcohols from aromatic and heteroaromatic aldehydes and acetylene in the system KOH-H2O-DMSO
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Bildung des Acetylens durch Kohlenstoffcalcium
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Calcium-Mediated Intramolecular Hydroamination Catalysis
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Synthesis of Cyclohexylideneacetaldehyde and 2-, 3- and 4-Methylcyclohexylideneacetaldehyde
journal, February 1960

THE PREPARATION AND ALKYLATION OF METAL ACETYLIDES IN LIQUID AMMONIA ^*
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The use of calcium carbide in one-pot synthesis of symmetric diaryl ethynes
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Syntheses of Xanthofulvin and Vinaxanthone, Natural Products Enabling Spinal Cord Regeneration
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Organocatalytic Alkynylation of Aldehydes and Ketones under Phase-Transfer Catalytic Conditions
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Solubility of KF in tributyl phosphate, dimethyl sulfoxide, N,N-dimethylacetamide and 1,4-dioxane from 300.87 to 359.50K
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Total Synthesis of Neuroprotectin D1 Analogues Derived from Omega-6 Docosapentaenoic Acid (DPA) and Adrenic Acid (AdA) from a Common Pivotal, Late-Stage Intermediate
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