Ruthenium(IV)-Catalyzed Markovnikov Addition of Carboxylic Acids to Terminal Alkynes in Aqueous Medium

2011 ◽  
Vol 30 (4) ◽  
pp. 852-862 ◽  
Author(s):  
Victorio Cadierno ◽  
Javier Francos ◽  
José Gimeno
Keyword(s):  
Aqueous Medium ◽  
Carboxylic Acids ◽  
Terminal Alkynes ◽  
Markovnikov Addition

Development of an Improved Rhodium Catalyst forZ-Selective Anti-Markovnikov Addition of Carboxylic Acids to Terminal Alkynes

2013 ◽  
Vol 19 (36) ◽  
pp. 12067-12076 ◽  
Author(s):  
Siping Wei ◽  
Julia Pedroni ◽  
Antje Meißner ◽  
Alexandre Lumbroso ◽  
Hans-Joachim Drexler ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Rhodium Catalyst ◽  
Terminal Alkynes ◽  
Markovnikov Addition

ChemInform Abstract: Development of an Improved Rhodium Catalyst for Z-Selective anti-Markovnikov Addition of Carboxylic Acids to Terminal Alkynes.

ChemInform ◽  
2014 ◽  
Vol 45 (4) ◽  
pp. no-no
Author(s):  
Siping Wei ◽  
Julia Pedroni ◽  
Antje Meissner ◽  
Alexandre Lumbroso ◽  
Hans-Joachim Drexler ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Rhodium Catalyst ◽  
Terminal Alkynes ◽  
Markovnikov Addition

Metal–Free Radical Thiocyanatosulfonation of Terminal Alkynes in Aqueous Medium

2021 ◽  
Author(s):  
Mingmei Zhang ◽  
Xianghua Zeng
Keyword(s):  
Free Radical ◽  
Aqueous Medium ◽  
Terminal Alkynes ◽  
Metal Free

Catalytic application of a Ru-alkylidene in the nucleophilic addition of several carboxylic acids on terminal alkynes and the homo-coupling of 1-alkynes

2003 ◽  
Vol 671 (1-2) ◽  
pp. 131-136 ◽  
Author(s):  
Karen Melis ◽  
Dirk De Vos ◽  
Pierre Jacobs ◽  
Francis Verpoort
Keyword(s):  
Carboxylic Acids ◽  
Nucleophilic Addition ◽  
Terminal Alkynes ◽  
Catalytic Application

Rhodium-Catalyzed Selectiveanti-Markovnikov Addition of Carboxylic Acids to Alkynes

2010 ◽  
Vol 12 (23) ◽  
pp. 5498-5501 ◽  
Author(s):  
Alexandre Lumbroso ◽  
Nicolas R. Vautravers ◽  
Bernhard Breit
Keyword(s):  
Carboxylic Acids ◽  
Markovnikov Addition

Anti‐Markovnikov Addition of Anilines to Aliphatic Terminal Alkynes Catalyzed by an 8‐Quinolinolato Rhodium Complex

2021 ◽  
Author(s):  
Yoshihiko Morimoto ◽  
Takuya Kochi ◽  
Fumitoshi Kakiuchi
Keyword(s):  
Rhodium Complex ◽  
Terminal Alkynes ◽  
Markovnikov Addition

ChemInform Abstract: Redox-Neutral Atom-Economic Rhodium-Catalyzed Coupling of Terminal Alkynes with Carboxylic Acids Toward Branched Allylic Esters.

ChemInform ◽  
2011 ◽  
Vol 42 (27) ◽  
pp. no-no
Author(s):  
Alexandre Lumbroso ◽  
Philipp Koschker ◽  
Nicolas R. Vautravers ◽  
Bernhard Breit
Keyword(s):  
Carboxylic Acids ◽  
Neutral Atom ◽  
Terminal Alkynes ◽  
Allylic Esters

scholarly journals Synthesis of a Novel Series of Cu(I) Complexes Bearing Alkylated 1,3,5-Triaza-7-phosphaadamantane as Homogeneous and Carbon-Supported Catalysts for the Synthesis of 1- and 2-Substituted-1,2,3-triazoles

Nanomaterials ◽  
2021 ◽  
Vol 11 (10) ◽  
pp. 2702
Author(s):  
Ivy L. Librando ◽  
Abdallah G. Mahmoud ◽  
Sónia A. C. Carabineiro ◽  
M. Fátima C. Guedes da Silva ◽  
Carlos F. G. C. Geraldes ◽  
...  
Keyword(s):  
Aqueous Medium ◽  
Sodium Azide ◽  
Supported Catalysts ◽  
Cycloaddition Reaction ◽  
Water Soluble ◽  
Terminal Alkynes ◽  
One Pot ◽  
Catalytic Systems ◽  
Immobilized Catalyst ◽  
High Yields

The N-alkylation of 1,3,5-triaza-7-phosphaadamantane (PTA) with ortho-, meta- and para-substituted nitrobenzyl bromide under mild conditions afforded three hydrophilic PTA ammonium salts, which were used to obtain a new set of seven water-soluble copper(I) complexes. The new compounds were fully characterized and their catalytic activity was investigated for the low power microwave assisted one-pot azide–alkyne cycloaddition reaction in homogeneous aqueous medium to obtain disubstituted 1,2,3-triazoles. The most active catalysts were immobilized on activated carbon (AC), multi-walled carbon nanotubes (CNT), as well as surface functionalized AC and CNT, with the most efficient support being the CNT treated with nitric acid and NaOH. In the presence of the immobilized catalyst, several 1,4-disubstituted-1,2,3-triazoles were obtained from the reaction of terminal alkynes, organic halides and sodium azide in moderate yields up to 80%. Furthermore, the catalyzed reaction of terminal alkynes, formaldehyde and sodium azide afforded 2-hydroxymethyl-2H-1,2,3-triazoles in high yields up to 99%. The immobilized catalyst can be recovered and recycled through simple workup steps and reused up to five consecutive cycles without a marked loss in activity. The described catalytic systems proceed with a broad substrate scope, under microwave irradiation in aqueous medium and according to “click rules”.

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