Literature DB >> 15307751

Ligand-, copper-, and amine-free sonogashira reaction of aryl iodides and bromides with terminal alkynes.

Sameer Urgaonkar1, John G Verkade.   

Abstract

Conditions for an efficient ligand-, copper-, and amine-free palladium-catalyzed Sonogashira reaction of aryl iodides and bromides with terminal alkynes have been developed. Critical to the success of this new protocol is the use of tetrabutylammonium acetate as the base. Noteworthy features of this method are room-temperature conditions and the tolerance of a broad range of functional groups in both reaction partners. Copyright 2004 American Chemical Society

Entities:  

Year:  2004        PMID: 15307751     DOI: 10.1021/jo049325e

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  9 in total

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2.  UC Pd: a new form of Pd/C for Sonogashira couplings.

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5.  Synthesis and biological evaluation of sphingosine kinase substrates as sphingosine-1-phosphate receptor prodrugs.

Authors:  Frank W Foss; Thomas P Mathews; Yugesh Kharel; Perry C Kennedy; Ashley H Snyder; Michael D Davis; Kevin R Lynch; Timothy L Macdonald
Journal:  Bioorg Med Chem       Date:  2009-04-12       Impact factor: 3.641

6.  Au(I)/Au(III)-catalyzed Sonogashira-type reactions of functionalized terminal alkynes with arylboronic acids under mild conditions.

Authors:  Deyun Qian; Junliang Zhang
Journal:  Beilstein J Org Chem       Date:  2011-06-15       Impact factor: 2.883

7.  Practical synthesis of aryl-2-methyl-3-butyn-2-ols from aryl bromides via conventional and decarboxylative copper-free Sonogashira coupling reactions.

Authors:  Andrea Caporale; Stefano Tartaggia; Andrea Castellin; Ottorino De Lucchi
Journal:  Beilstein J Org Chem       Date:  2014-02-12       Impact factor: 2.883

8.  Selectivity, Compatibility, Downstream Functionalization, and Silver Effect in the Gold and Palladium Dual-Catalytic Synthesis of Lactones.

Authors:  Mohammad Al-Amin; Joel S Johnson; Suzanne A Blum
Journal:  Organometallics       Date:  2014-09-09       Impact factor: 3.876

9.  Synthesis and electroluminescence property of new hexaphenylbenzene derivatives including amine group for blue emitters.

Authors:  Hwangyu Shin; Yun-Fan Wang; Jong-Hyung Kim; Jaehyun Lee; Kwang-Yol Kay; Jongwook Park
Journal:  Nanoscale Res Lett       Date:  2013-10-17       Impact factor: 4.703

  9 in total

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