Aqueous Sonogashira coupling of aryl halides with 1-alkynes under mild conditions: use of surfactants in cross-coupling reactions

RSC Advances ◽  
2015 ◽  
Vol 5 (24) ◽  
pp. 18960-18971 ◽  
Author(s):  
Gina M. Roberts ◽  
Wenya Lu ◽  
L. Keith Woo
Keyword(s):  
Aqueous Solutions ◽  
Organic Solvents ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
Aryl Bromide ◽  
Sonogashira Coupling ◽  
Mild Conditions ◽  
Cross Coupling Reactions

Aqueous solutions of common and inexpensive surfactants (e.g. SDS and CTAB) are surveyed as an alternative to organic solvents in Sonogashira cross-coupling. Aryl-bromide substrates are best coupled under Cu-free conditions.

Novel Class of Tertiary Phosphine Ligands Based on a Phospha-adamantane Framework and Use in the Suzuki Cross-Coupling Reactions of Aryl Halides under Mild Conditions

2003 ◽  
Vol 5 (6) ◽  
pp. 953-955 ◽  
Author(s):  
George Adjabeng ◽  
Tim Brenstrum ◽  
Jeffrey Wilson ◽  
Christopher Frampton ◽  
Al Robertson ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Phosphine Ligands ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
Tertiary Phosphine ◽  
Mild Conditions ◽  
Cross Coupling Reactions

ChemInform Abstract: Suzuki Cross-Coupling Reactions of Aryl Halides in Phosphonium Salt Ionic Liquid under Mild Conditions.

ChemInform ◽  
2010 ◽  
Vol 33 (51) ◽  
pp. no-no
Author(s):  
James McNulty ◽  
Alfredo Capretta ◽  
Jeff Wilson ◽  
Jeff Dyck ◽  
George Adjabeng ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Phosphonium Salt ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
Mild Conditions ◽  
Cross Coupling Reactions

Suzuki cross-coupling reactions of aryl halides in phosphonium salt ionic liquid under mild conditions

2002 ◽  
pp. 1986-1987 ◽  
Author(s):  
James McNulty ◽  
Alfredo Capretta ◽  
Jeff Wilson ◽  
Jeff Dyck ◽  
George Adjabeng ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Phosphonium Salt ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
Mild Conditions ◽  
Cross Coupling Reactions

Carbon-Heteroatom Cross-Coupling via an Electronically Excited Nickel (II) Complex

2019 ◽  
Author(s):  
Randolph Escobar ◽  
Jeffrey Johannes
Keyword(s):  
Energy Transfer ◽  
Functional Groups ◽  
Cross Coupling ◽  
Reductive Elimination ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
General Methodology ◽  
Cross Coupling Reactions ◽  
Electronically Excited ◽  
Energy Transfer Pathway

<div>While carbon-heteroatom cross coupling reactions have been extensively studied, many methods are specific and</div><div>limited to a set of substrates or functional groups. Reported here is a method that allows for C-O, C-N and C-S cross coupling reactions under one general methodology. We propose that an energy transfer pathway, in which an iridium photosensitizer produces an excited nickel (II) complex, is responsible for the key reductive elimination step that couples aryl halides to 1° and 2° alcohols, anilines, thiophenols, carbamates and sulfonamides.</div>

Chiral Mn(III) Salen Complex Immobilized on CuFe2O4@SiO2-NH2 NPs: A Cheap and Efficient Catalyst for N-arylation of Aryl Halides and Phenylboronic Acid Under Mild Conditions

2020 ◽  
Vol 17 (11) ◽  
pp. 857-863
Author(s):  
Mohammad Ali Nasseri ◽  
Seyyedeh Ameneh Alavi ◽  
Milad Kazemnejadi ◽  
Ali Allahresani
Keyword(s):  
Phenylboronic Acid ◽  
Significant Loss ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
Efficient Catalyst ◽  
Aryl Chlorides ◽  
Mild Conditions ◽  
Cross Coupling Reactions ◽  
Salen Complex ◽  
Ft Ir

A convenient and efficient chiral CuFe2O4@SiO2-Mn(III) Ch.salen nanocatalyst has been developed for the C-N cross-coupling reactions of aryl halides/ phenylboronic acid with N-heterocyclic compounds in water and/or DMSO under mild conditions. The catalyst could be applied for the N-arylation of a variety of nitrogen-containing heterocycles with aryl chlorides, bromides, iodides and phenylboronic acid under mild conditions. Moderate to good yields were achieved for all substrates. The structure of catalyst was characterized using various techniques including FT-IR, FE-SEM, EDX, XRD, TEM and TGA. The catalyst can be simply recovered and reused for several times without significant loss of activity.

scholarly journals Pd–Ni Bimetallic Nanoparticles Supported on Zro2 as an Efficient Catalyst for Suzuki–Miyaura Reactions

2018 ◽  
Vol 42 (8) ◽  
pp. 419-423
Author(s):  
Li-Jie Zhang ◽  
Xian Yao ◽  
Ying-xin Sun ◽  
Jia-wei Zhang ◽  
Chun Cai
Keyword(s):  
Reduction Method ◽  
Bimetallic Nanoparticles ◽  
Bimetallic Catalyst ◽  
Cross Coupling ◽  
Catalytic Performance ◽  
Coupling Reactions ◽  
Efficient Catalyst ◽  
Mild Conditions ◽  
Cross Coupling Reactions ◽  
Excellent Catalytic Performance

Pd–Ni bimetallic nanoparticles (BMNPs) supported on ZrO2 were prepared by an impregnation–reduction method. The BMNPs showed excellent catalytic performance in Suzuki carbon–carbon cross-coupling reactions and almost quantitative conversion of the substrates was obtained under mild conditions in the absence of ligand. The excellent catalytic performance of the bimetallic catalyst could be a result of the synergistic effect between the two metal components. The catalyst showed outstanding recyclability during the reaction process; no obvious decrease in catalytic performance was observed after five cycles.

Water and Sodium Chloride: Essential Ingredients for Robust and Fast Pd‐Catalysed Cross‐Coupling Reactions between Organolithium Reagents and (Hetero)aryl Halides

2019 ◽  
Vol 131 (6) ◽  
pp. 1813-1816 ◽  
Author(s):  
Giuseppe Dilauro ◽  
Andrea Francesca Quivelli ◽  
Paola Vitale ◽  
Vito Capriati ◽  
Filippo Maria Perna
Keyword(s):  
Sodium Chloride ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Organolithium Reagents
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