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Nucleophile

Papers (8)

Advance in the Synthesis of Sulfoxides and Sulfinamides from β-Sulfinyl Esters

Xianjie Yin, Qiaoling Zhang & Qingle Zeng · Organics · 2023

Sulfoxides and sulfinamides play important roles in the pharmaceutical industry, organic synthesis and fine chemicals. This review will demonstrate that, under catalysis by transition metals, β-sulfinyl esters, as nucleophilic reagents, react with a variety of electrophilic reage...

Open access Research Article 10.3390/org4020014

Palladium-Catalyzed Cross-Coupling Reactions of Borylated Alkenes for the Stereoselective Synthesis of Tetrasubstituted Double Bond

Tomáš Tobrman & Sergej Mrkobrada · Organics · 2022

The stereoselective formation of tetrasubstituted alkenes remains one of the key goals of modern organic synthesis. In addition to other methods, the stereoselective synthesis of tetrasubstituted alkenes can be achieved by means of cross-coupling reactions of electrophilic and nu...

Open access Research Article 10.3390/org3030017

A Molecular Electron Density Theory Study of the [3+2] Cycloaddition Reaction of Pseudo(mono)radical Azomethine Ylides with Phenyl Vinyl Sulphone

Mar Ríos-Gutiérrez, Assem Barakat & Luis R. Domingo · Organics · 2022

The [3+2] cycloaddition (32CA) reaction of an azomethine ylide (AY), derived from isatin and L-proline, with phenyl vinyl sulphone has been studied within Molecular Electron Density Theory (MEDT) at the ωB97X-D/6-311G(d,p) level. ELF topological analysis of AY classifies it as a...

Open access Research Article 10.3390/org3020010

Stabilized Arylzinc Iodides in Negishi Acylative Cross-Coupling: A Modular Synthesis of Chalcones

Michele Pierigé, Anna Iuliano, Gaetano Angelici & Gianluca Casotti · Organics · 2022

Stabilized arylzinc iodides, synthesized by direct insertion of zinc into the corresponding halides, were used as nucleophiles into an acylative Negishi coupling reaction to synthesize chalcones. The reaction conditions were optimized to afford optimal results on a model reaction...

Open access Research Article 10.3390/org3020006

Unveiling the Different Reactivity of Bent and Linear Three-Atom-Components Participating in [3 + 2] Cycloaddition Reactions

Mar Ríos Gutiérrez, Luis Domingo & Fatemeh Ghodsi · Organics · 2021

The reactivity of a series of pairs of bent and linear three-atom-component (B-TACs and L-TACs) participating in [3 + 2] cycloaddition (32CA) reactions towards ethylene and electrophilic dicyanoethylene (DCE) have been studied within the Molecular Electron Density Theory. While t...

Open access Research Article 10.3390/org2030014

Application of β-Phosphorylated Nitroethenes in [3+2] Cycloaddition Reactions Involving Benzonitrile N-Oxide in the Light of a DFT Computational Study

Karolina Zawadzińska & Karolina Kula · Organics · 2021

The regiochemistry of [3+2] cycloaddition (32CA) processes between benzonitrile N-oxide 1 and β-phosphorylated analogues of nitroethenes 2a–c has been studied using the Density Functional Theory (DFT) at the M062X/6-31+G(d) theory level. The obtained results of reactivity indices...

Open access Research Article 10.3390/org2010003

Participation of Phosphorylated Analogues of Nitroethene in Diels–Alder Reactions with Anthracene: A Molecular Electron Density Theory Study and Mechanistic Aspect

Agnieszka Kącka-Zych · Organics · 2020

The structure and the contribution of the bis(2-chloroethyl) 2-nitro 1a and 2-bromo-2-nitroethenylphosphonates 1b with anthracene 2 in the Diels–Alder (DA) reactions have been studied within the Molecular Electron Density Theory (MEDT) at the B3LYP functional together with 6-31G(...

Open access Research Article 10.3390/org1010004

Understanding the Reactivity of Trimethylsilyldiazoalkanes Participating in [3+2] Cycloaddition Reactions towards Diethylfumarate with a Molecular Electron Density Theory Perspective

Luis Domingo, Nivedita Acharjee & Haydar Mohammad-Salim · Organics · 2020

A Molecular Electron Density Theory (MEDT) study is presented here for [3+2] cycloaddition (32CA) reactions of three trimethylsilyldiazoalkanes with diethyl fumarate. The presence of silicon bonded to the carbon of these silyldiazoalkanes changes its structure and reactivity from...

Open access Research Article 10.3390/org1010002