One-Pot Negishi Cross-Coupling Reactions of In Situ Generated Zinc Reagents with Aryl Chlorides, Bromides, and Triflates

2008 ◽  
Vol 73 (18) ◽  
pp. 7380-7382 ◽  
Author(s):  
Shohei Sase ◽  
Milica Jaric ◽  
Albrecht Metzger ◽  
Vladimir Malakhov ◽  
Paul Knochel
Keyword(s):  
Cross Coupling ◽  
Coupling Reactions ◽  
One Pot ◽  
Aryl Chlorides ◽  
Cross Coupling Reactions

ChemInform Abstract: One-Pot Negishi Cross-Coupling Reactions of in situ Generated Zinc Reagents with Aryl Chlorides, Bromides, and Triflates.

ChemInform ◽  
2009 ◽  
Vol 40 (5) ◽  
Author(s):  
Shohei Sase ◽  
Milica Jaric ◽  
Albrecht Metzger ◽  
Vladimir Malakhov ◽  
Paul Knochel
Keyword(s):  
Cross Coupling ◽  
Coupling Reactions ◽  
One Pot ◽  
Aryl Chlorides ◽  
Cross Coupling Reactions

A Revised Modular Approach to D8-THC and Derivatives Through Late-Stage Suzuki-Miyaura Cross-Coupling Reactions

2019 ◽  
Author(s):  
Victor Bloemendal ◽  
Floris P. J. T. Rutjes ◽  
Thomas J. Boltje ◽  
Daan Sondag ◽  
Hidde Elferink ◽  
...  
Keyword(s):  
Biological Activity ◽  
Late Stage ◽  
Medicinal Chemistry ◽  
Cross Coupling ◽  
Modular Approach ◽  
Coupling Reactions ◽  
One Pot ◽  
Biologically Relevant ◽  
Cross Coupling Reactions ◽  
Chemistry Research

<p>In this manuscript we describe a modular pathway to synthesize biologically relevant (–)-<i>trans</i>-Δ<sup>8</sup>-THC derivatives, which can be used to modulate the pharmacologically important CB<sub>1</sub> and CB<sub>2</sub> receptors. This pathway involves a one-pot Friedel-Crafts alkylation/cyclization protocol, followed by Suzuki-Miyaura cross-coupling reactions and gives rise to a series of new Δ<sup>8</sup>-THC derivatives. In addition, we demonstrate using extensive NMR evidence that similar halide-substituted Friedel-Crafts alkylation/cyclization products in previous articles were wrongly assigned as the para-isomers, which also has consequence for the assignment of the subsequent cross-coupled products and interpretation of their biological activity. </p> <p>Considering the importance of the availability of THC derivatives in medicinal chemistry research and the fact that previously synthesized compounds were wrongly assigned, we feel this research is describing a straightforward pathway into new cannabinoids.</p>

Nitrile-functionalized pyrrolidinium ionic liquids as solvents for cross-coupling reactions involving in situ generated nanoparticlecatalyst reservoirs

2010 ◽  
Vol 12 (8) ◽  
pp. 1834-1841 ◽  
Author(s):  
Yugang Cui ◽  
Ilaria Biondi ◽  
Manish Chaubey ◽  
Xue Yang ◽  
Zhaofu Fei ◽  
...  
Keyword(s):  
Ionic Liquids ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

Ni(COD)(DMFU): A Heteroleptic 16-Electron Precatalyst for 1,2-Diarylation of Alkenes

Synlett ◽  
2021 ◽  
Author(s):  
Nana Kim ◽  
Van T. Tran ◽  
Omar Apolinar ◽  
Steven Wisniewski ◽  
Martin Eastgate ◽  
...  
Keyword(s):  
Nickel Complex ◽  
Active Catalyst ◽  
Cross Coupling ◽  
Reductive Elimination ◽  
Coupling Reactions ◽  
Beneficial Effects ◽  
Cross Coupling Reactions ◽  
Growing Body ◽  
Hydride Elimination

Electron-deficient olefin (EDO) ligands are known to promote a variety of nickel-catalyzed cross-coupling reactions, presumably by accelerating the reductive elimination step and preventing undesired β-hydride elimination. While there is a growing body of experimental and computational evidence elucidating the beneficial effects of EDO ligands, significant gaps remain in our understanding of the underlying coordination chemistry of the Ni–EDO species involved. In particular, most procedures rely on in situ assembly of the active catalyst, and there is a paucity of pre-ligated Ni-EDO precatalysts. Herein, we investigate the 16-electron, heteroleptic nickel complex, Ni(COD)(DMFU), and examine the performance of this complex as a precatalyst in 1,2-diarylation of alkenes.

ChemInform Abstract: Suzuki-Miyaura Cross-Coupling Reactions in Water Using in situ Generated Palladium(II)-Phosphazane Complexes.

ChemInform ◽  
2014 ◽  
Vol 45 (28) ◽  
pp. no-no
Author(s):  
Mojtaba Amini ◽  
Abbas Tarassoli ◽  
Saeed Yousefi ◽  
Sepideh Delsouz-Hafshejani ◽  
Mina Bigdeli ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions
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