ChemInform Abstract: Synthesis of Heteroaryl ortho-Phenoxyethylamines via Suzuki Cross-Coupling: Easy Access to New Potential Scaffolds in Medicinal Chemistry.

ChemInform ◽  
2016 ◽  
Vol 47 (16) ◽  
Author(s):  
Leda Ivanova Manasieva ◽  
Battisti Umberto Maria ◽  
Adolfo Prandi ◽  
Livio Brasili ◽  
Silvia Franchini
Keyword(s):  
Medicinal Chemistry ◽  
Cross Coupling ◽  
Easy Access

scholarly journals Synthesis of Heteroaryl ortho-Phenoxyethylamines via Suzuki Cross-Coupling: Easy Access to New Potential Scaffolds in Medicinal Chemistry

Synthesis ◽  
2015 ◽  
Vol 47 (23) ◽  
pp. 3767-3775 ◽  
Author(s):  
Silvia Franchini ◽  
Leda Manasieva ◽  
Battisti Maria ◽  
Adolfo Prandi ◽  
Livio Brasili
Keyword(s):  
Medicinal Chemistry ◽  
Cross Coupling ◽  
Easy Access

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>

scholarly journals Convenient Access to Functionalized Non-Symmetrical Atropisomeric 4,4′-Bipyridines

Compounds ◽  
2021 ◽  
Vol 1 (2) ◽  
pp. 58-74
Author(s):  
Emmanuel Aubert ◽  
Emmanuel Wenger ◽  
Paola Peluso ◽  
Victor Mamane
Keyword(s):  
Solid State ◽  
Intermolecular Interactions ◽  
Medicinal Chemistry ◽  
Crystal Packing ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Halogen Bonds ◽  
Cross Coupling Reactions ◽  
Cyano Groups ◽  
Post Functionalization

Non-symmetrical chiral 4,4′-bipyridines have recently found interest in organocatalysis and medicinal chemistry. In this regard, the development of efficient methods for their synthesis is highly desirable. Herein, a series of non-symmetrical atropisomeric polyhalogenated 4,4′-bipyridines were prepared and further functionalized by using cross-coupling reactions. The desymmetrization step is based on the N-oxidation of one of the two pyridine rings of the 4,4′-bipyridine skeleton. The main advantage of this methodology is the possible post-functionalization of the pyridine N-oxide, allowing selective introduction of chlorine, bromine or cyano groups in 2- and 2′-postions of the chiral atropisomeric 4,4′-bipyridines. The crystal packing in the solid state of some newly prepared derivatives was analyzed and revealed the importance of halogen bonds in intermolecular interactions.

Application of (2E,4E)-5-Bromo-2,4-Pentadienal in Palladium Catalyzed Cross-Coupling: Easy Access to (2E,4E)-2,4-Dienals

Synlett ◽  
1998 ◽  
Vol 1998 (4) ◽  
pp. 411-412 ◽  
Author(s):  
Nicolas Vicart ◽  
Dominique Castet-Caillabet ◽  
Yvan Ramondenc ◽  
Gérard Plé ◽  
Lucette Duhamel
Keyword(s):  
Cross Coupling ◽  
Easy Access ◽  
Palladium Catalyzed

Formation of quaternary carbons through cobalt-catalyzed C(sp3)–C(sp3) Negishi cross-coupling

2020 ◽  
Vol 56 (59) ◽  
pp. 8210-8213 ◽  
Author(s):  
Eduardo Palao ◽  
Enol López ◽  
Iván Torres-Moya ◽  
Antonio de la Hoz ◽  
Ángel Díaz-Ortiz ◽  
...  
Keyword(s):  
Medicinal Chemistry ◽  
Cross Coupling ◽  
Quaternary Carbons

Formation of all-carbon-substituted quaternary carbons is a key challenge in organic and medicinal chemistry.

Efficient Preparation of 2-Azulenylboronate and Miyaura—Suzuki Cross-Coupling Reaction with Aryl Bromides for Easy Access to Poly(2-azulenyl)benzenes.

ChemInform ◽  
2004 ◽  
Vol 35 (39) ◽  
Author(s):  
Shunji Ito ◽  
Tomomi Terazono ◽  
Takahiro Kubo ◽  
Tetsuo Okujima ◽  
Noboru Morita ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Easy Access ◽  
Aryl Bromides ◽  
Cross Coupling Reaction
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