Transition-metal-free, ambient-pressure carbonylative cross-coupling reactions of aryl halides with potassium aryltrifluoroborates

2015 ◽  
Vol 51 (44) ◽  
pp. 9133-9136 ◽  
Author(s):  
Fengli Jin ◽  
Wei Han
Keyword(s):  
Transition Metal ◽  
Ambient Pressure ◽  
Cross Coupling ◽  
Suzuki Coupling ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
Metal Free ◽  
General Methodology ◽  
Cross Coupling Reactions

A transition-metal-free, ambient-pressure, and general methodology for carbonylative Suzuki coupling has been developed.

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>

Synthesis of Alkyl-Substituted Pyrazine N -Oxides by Transition-Metal-Free Oxidative Cross-Coupling Reactions

2018 ◽  
Vol 7 (6) ◽  
pp. 1118-1123 ◽  
Author(s):  
Miao Lai ◽  
Yuan Li ◽  
Zhiyong Wu ◽  
Mingqin Zhao ◽  
Xiaoming Ji ◽  
...  
Keyword(s):  
Transition Metal ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Metal Free ◽  
Cross Coupling Reactions

ChemInform Abstract: Transition-Metal-Free Cross-Coupling Reactions by Single Electron Transfer (SET).

ChemInform ◽  
2014 ◽  
Vol 45 (42) ◽  
pp. no-no
Author(s):  
Suresh Kumar Sythana ◽  
Santhosh Unni ◽  
Yogesh M. Kshirsagar ◽  
Pundlik R. Bhagat
Keyword(s):  
Electron Transfer ◽  
Transition Metal ◽  
Cross Coupling ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Coupling Reactions ◽  
Metal Free ◽  
Cross Coupling Reactions

scholarly journals Recent Strides in the Transition Metal-Free Cross-Coupling of Haloacetylenes with Electron-Rich Heterocycles in Solid Media

Molecules ◽  
2020 ◽  
Vol 25 (11) ◽  
pp. 2490 ◽  
Author(s):  
Lyubov’ N. Sobenina ◽  
Boris A. Trofimov
Keyword(s):  
Transition Metal ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
The Novel ◽  
Strong Electron ◽  
Metal Free ◽  
Cross Coupling Reactions ◽  
Solid Media ◽  
Solvent Free Conditions ◽  
Structural Peculiarities

The publications covering new, transition metal-free cross-coupling reactions of pyrroles with electrophilic haloacetylenes in solid medium of metal oxides and salts to regioselectively afford 2-ethynylpyrroles are discussed. The reactions proceed at room temperature without catalyst and base under solvent-free conditions. These ethynylation reactions seem to be particularly important, since the common Sonogashira coupling does not allow ethynylpyrroles with strong electron-withdrawing substituents at the acetylenic fragments to be synthesized. The results on the behavior of furans, thiophenes, and pyrazoles under the conditions of these reactions are also provided. The reactivity and structural peculiarities of nucleophilic addition to the activated acetylene moiety of the novel C-ethynylpyrroles are considered.

scholarly journals 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>

scholarly journals Photocatalyzed Transition-Metal-Free Oxidative Cross-Coupling Reactions of Tetraorganoborates

2020 ◽  
Author(s):  
Arif Music ◽  
Andreas N. Baumann ◽  
Florian Boser ◽  
Nicolas Müller ◽  
Florian Matz ◽  
...  
Keyword(s):  
Transition Metal ◽  
Blue Light ◽  
Cross Coupling ◽  
Light Irradiation ◽  
Computational Studies ◽  
Coupling Reactions ◽  
Conceptual Approach ◽  
Metal Free ◽  
Cross Coupling Reactions

Readily accessible tetraorganoborate salts undergo selective coupling reactions under blue light irradiation in the presence of catalytic amounts of transition-metal-free acridinium and rhodamine photocatalysts to furnish unsymmetrical biaryls, heterobiaryls and arylated olefins. This represents an interesting conceptual approach to forge C-C bonds between aryl, heteroaryl and alkenyl groups under smooth photochemical conditions. Computational studies were conducted to investigate the mechanism of the transformation.

Transition-metal-free carbonylation of aryl halides with arylboronic acids by utilizing stoichiometric CHCl3 as the carbon monoxide-precursor

2019 ◽  
Vol 21 (11) ◽  
pp. 2911-2915 ◽  
Author(s):  
Fangning Xu ◽  
Dan Li ◽  
Wei Han
Keyword(s):  
Carbon Monoxide ◽  
Transition Metal ◽  
Suzuki Coupling ◽  
Free Carbon ◽  
Aryl Halides ◽  
Metal Free ◽  
Arylboronic Acids ◽  
General Methodology

A transition-metal-free, carbon monoxide-free, and general methodology for carbonylative Suzuki coupling has been developed.

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