One-Pot, Modular Approach to Functionalized Ketones via Nucleophilic Addition of Alkyllithium Reagents to Benzamides and Pd-Catalyzed α-Arylation

ACS Catalysis ◽  
2016 ◽  
Vol 6 (4) ◽  
pp. 2622-2625 ◽  
Author(s):  
Alexander T. Wolters ◽  
Valentin Hornillos ◽  
Dorus Heijnen ◽  
Massimo Giannerini ◽  
Ben L. Feringa
Keyword(s):  
Nucleophilic Addition ◽  
Modular Approach ◽  
One Pot

scholarly journals One-pot, modular approach to functionalized ketones via nucleophilic addition/Buchwald–Hartwig amination strategy

2019 ◽  
Vol 55 (20) ◽  
pp. 2908-2911 ◽  
Author(s):  
Jorn de Jong ◽  
Dorus Heijnen ◽  
Hugo Helbert ◽  
Ben L. Feringa
Keyword(s):  
Nucleophilic Addition ◽  
Modular Approach ◽  
One Pot ◽  
Lithium Amides ◽  
Organolithium Reagents

A one-pot procedure for 1,2-addition of organolithium reagents to amides followed by Buchwald–Hartwig amination with in situ released lithium amides is presented.

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 One-Pot Synthesis of Allylsilanes from Enolizable Ketones

SynOpen ◽  
2019 ◽  
Vol 03 (04) ◽  
pp. 138-141
Author(s):  
Man Lung D. Kwan ◽  
Paul R. Challen ◽  
Quynh D.-D. Tran
Keyword(s):  
Nucleophilic Addition ◽  
Slight Modification ◽  
Second Step ◽  
One Pot ◽  
One Pot Synthesis ◽  
Aryl Ketones

A convenient one-pot synthesis of allylsilanes from enolizable methyl aryl ketones has been developed. The first step involves nucleophilic addition of the trimethylsilylmethyl group to ketones using the alkylation method developed by Ishihara with slight modification to generate the corresponding β-silylalkoxides. The second step entails addition of diisobutylaluminum chloride and heating at about 130 °C overnight to afford allylsilanes in fair yields.

A modular approach for dCas9-mediated enzyme cascading via orthogonal bioconjugation

2020 ◽  
Vol 56 (77) ◽  
pp. 11426-11428
Author(s):  
Emily A. Berckman ◽  
Wilfred Chen
Keyword(s):  
Modular Approach ◽  
One Pot ◽  
Guided Assembly ◽  
The One ◽  
Enzyme Cascades ◽  
Dna Scaffold

We report a new modular strategy to assemble dCas9-guided enzyme cascades by employing orthogonal post-translation chemistry to enable the one-pot bioconjugation and guided assembly of two different dCas9 enzymes onto a DNA scaffold.

scholarly journals Hydrosilylation of Reactive Quantum Dots and Siloxanes for Stable Quantum Dot Films

Polymers ◽  
2019 ◽  
Vol 11 (5) ◽  
pp. 905
Author(s):  
Changmin Lee ◽  
Eunhee Nam ◽  
Woosuk Lee ◽  
Heeyeop Chae
Keyword(s):  
Quantum Dots ◽  
Oleic Acid ◽  
Nucleophilic Addition ◽  
Addition Reaction ◽  
Light Emitting Diode ◽  
Molecular Structures ◽  
One Pot ◽  
Nucleophilic Addition Reaction ◽  
The Stability ◽  
Photo Stability

The reactive acrylate-terminated CdZnSeS/ZnS quantum dots (QDs) were designed and prepared by the effective synthetic route to bond with a siloxane matrix via hydrosilylation. The conventional QD with oleic acid ligands does not have any reactivity, so the QDs were functionalized to assign reactivity for the QDs by the ligand modification of two step reactions. The oleic acid of the QDs was exchanged for hydroxyl-terminated ligands as an intermediate product by one-pot reaction. The hydroxyl-terminated QDs and acrylate-containing isocyanates were combined by nucleophilic addition reaction with forming urethane bonds and terminal acrylate groups. No degradation in quantum yield was observed after ligand exchange, nor following the nucleophilic addition reaction. The modification reactions of ligands were quantitatively controlled and their molecular structures were precisely confirmed by FT-IR and 1H-NMR. The QDs with acrylate ligands were then reacted with hydride-terminated polydimethylsiloxane (H-PDMS) to form a QD-siloxane matrix by thermal curing via hydro-silylation for the first time. The covalent bonding between the QDs and the siloxane matrix led to improvements in the stability against oxygen and moisture. Stability at 85 °C and 85% relative humidity (RH) were both improved by 22% for the QD-connected siloxane QD films compared with the corresponding values for conventional QD-embedded poly(methylmethacrylate) (PMMA) films. The photo-stability of the QD film after 26 h under a blue light-emitting diode (LED) was also improved by 45% in comparison with those of conventional QD-embedded PMMA films.

Nucleophilic Addition of β-Amino Carbanions to Arynes: One-Pot Synthesis of 4-Aryl-N-methyl-1,2,3,4-tetrahydroisoquinolines

2012 ◽  
Vol 14 (9) ◽  
pp. 2202-2205 ◽  
Author(s):  
Kamal Nain Singh ◽  
Paramjit Singh ◽  
Pushpinder Singh ◽  
Yadwinder Singh Deol
Keyword(s):  
Nucleophilic Addition ◽  
One Pot ◽  
One Pot Synthesis
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