Welcome to the Kudos Research Showcase

Unlocking the Power of “Boronics”: Easy Method for Creating Tertiary Aryl Amines from “Nitros”

This paper introduces a new three-component chemical process that efficiently transforms inexpensive nitro compounds, boronic acids, and trialkyl phosphites into tertiary aromatic amines. The method is highly versatile, accommodating various chemical groups on nitro and boronic acid components. Its uniqueness lies in not requiring transition-metal catalysts, making it cost-effective and environmentally friendly. Additionally, it can work alongside other metal-catalyzed methods, enabling the synthesis of diverse compounds, including special types like α-amino ester derivatives.

Unlocking a Chemistry's Secret: Nitrosobenzene Unleashes Aldehyde Power for C-H to C-C Conversion

We've discovered a new way to make ketones, which are important compounds, without using complicated metal-based reactions. Instead, we use nitrosobenzene along with unexpensive aldehydes and boronic acids. In this new method, nitrosobenzene activates the boronic acid and the aldehyde in a way that helps them join together to form ketones. This approach is easy to use on a larger scale and is a practical way to make ketones without the need for complex processes.

Discovering Efficient Cobalt Catalysts for Selective Chemical Reactions

This research introduces a new and highly effective catalyst that improves a key chemical process used to create vinylsilane compounds, which are important in various fields like organic chemistry. The catalyst works with a wide range of materials and conditions, showing excellent stability and efficiency. It can transform different types of alkynes into useful products with great precision and minimal catalyst needed. This innovative approach offers a more efficient and versatile solution compared to previous methods, opening up new possibilities for producing important chemical compounds.

Eco-Friendly Synthesis of Aminophosphonates with Unique Fluorescence

We’ve created an environmentally friendly way to make a special type of chemical compound called aminophosphonates without using metals. The resulting compounds have unique light-related properties, which means they can emit light in different ways depending on their structure.

Mono-N-Methyl/Alkyl Amines: Synthesis without overalkylation

This paper presents an innovative method for the selective synthesis of mono-N-methyl/Alkyl aromatic amines. We address the challenges associated with the synthesis of these compounds, which are common scaffolds in pharmaceutical, dye, and agrochemical compounds.

How to make C–N bonds using boronic acids without transition metals

This tutorial review discusses recent advancements in boronic acid-mediated C-N bond-forming reactions (amination, amidation, nitration, and nitrosation) without the need for transition-metals. Emphasizing the less-explored aspect of boronic acids as nucleophiles, it covers reagents and mechanisms. The paper underscores their sustainable role in synthesizing amines, amides, nitroso, and nitro compounds, contributing to eco-friendly approaches in pharmaceuticals, polymers, and materials synthesis.

Making Flufenamic Acid with Boronic Acids & Nitrosoarenes – A Lab Adventure for Chemistry Students

NSAIDs in the Battle Against Discomfort: Flufenamic acid is a representative example of nonstereoidal anti-inflammatory drugs (NSAIDs), which are among the best-selling drugs worldwide (there is an estimate of more than 100 million prescriptions per year in the USA alone). The synthesis of best-selling pharmaceutical compounds is one of the most attractive laboratory experiences for chemistry students. This is especially appealing for those enrolled in organic chemistry courses in pharmacy faculties. This paper details an undergraduate organic chemistry experiment focusing on nitroso compounds and boronic acids. Students synthesize nitrosobenzenes, couple them with boronic acids without using transition-metals, and produce flufenamic acid by two different routes that they compare.

Towards understanding the behavior of polyelectrolyte–surfactant mixtures at the water/vapor interface closer to technologically-relevant conditions

Stereoselective coupling of ketone and carboxylate enolates

Transition-metal-free C–C bond forming reactions of aryl, alkenyl and alkynylboronic acids and their derivatives

Conjugate addition reactions of carbon nucleophiles to electron-deficient dienes

Transition-metal free reactions of boronic acids: cascade addition – ring-opening of furans towards functionalized γ-ketoaldehydes

Metal-free ring-opening of epoxides with potassium trifluoroborates

Selective Double Bond Reduction in Carbonyl-Conjugated Vinylfurans

Magnesium monoperoxyphtalate: A new reagent for the oxidative ring opening of furans to cis-enediones

1,3-Dipolar cycloadditions of benzonitrile oxide to vinyl and azavinyl furan derivatives

Synthesis of 2,5-bis-(Ethynyl) furan Derivatives from 2,5-Furandicarboxaldehyde

Chemoselective reduction in carbonyl-conjugated vinylfurans by the Mg/MeOH system

New aspects in the regioselective functionalization of furans. synthesis of tri-and tetrasubstituted furan derivatives.

Diastereoselective synthesis of functionalized 2,4-diamino-3-hydroxyglutaric acid derivatives of potential biological interest from glycine derivatives

Stereochemistry of Silyl Ketene Acetals of Some 8-Phenylmenthyl Arylacetates

Diastereoselective Alkylation of 8-Phenylmenthyl Phenylacetate: Aggregated Lithium Enolate versus "Naked" Enolate

Diastereoselective Synthesis of Substituted Glutamic Acid Derivatives via Michael Additions of N-[Bis(methylthio)methylene]glycinates under Solid-Liquid Phase Transfer Catalysis

Asymmetric Alkylation of 8-Phenylmenthyl N-[Bis(methylthio)methylene]glycinate Enolates. Synthesis of D- and L-.alpha.-Amino Acids from a Single Chiral Precursor

Diastereoselective 1,3-dipolar cycloaddition of Sm(III)-azomethine ylides to α,β-unsaturated esters

Reaction of N-[bis(methylthio)methylene]glycinates with electron deficient alkynes. Synthesis of (Z)-α,β-didehydroglutamic acid derivatives

On the acylation reactions of aza-allyl carbanions derived from N-[bis(methylthio)methylene]glycine ethyl ester and N-[bis(methylthio)methylene]benzylamine

Diastereoselective Synthesis of α,α-Disubstituted γ-Carboxypyroglutamates <i>via</i> Sm(III)−Azomethine Ylide Cycloadditions

Asymmetric Oxidative Dimerization of the Enolates of<i>N</i>-[Bis(methylthio)methylene]- and<i>N</i>-(Diphenylmethylene)glycine Esters

Diastereoselective Aldol Reactions of ( Z )- N -[Bis(methylthio)methylene]-α,β-didehydroglutamates

Study of the asymmetric synthesis of (Z)-γ-substituted α,β-dihehydroglutamates from N-alkylideneglycinates

Reaction of α,β-unsaturated ketones with LiAlH4 under oxygen: synthesis of 1,3-diols

Diastereoselective synthesis of syn,syn- and syn,anti-2,4-diamino-3-hydroxyglutaric acid derivatives from ethyl α-acyl alaninates

Control of the Regioselectivity in the Pauson−Khand Reaction of 7-Oxanorbornene Derivatives

Carboxylates as pronucleophiles in the phosphine-catalyzed γ-addition reaction

Synthesis of γ,δ-Didehydrohomoglutamates by the Phosphine-Catalyzed γ-Addition Reaction to Acetylenic Esters

Synthesis of 1,1′-methylenedi[(1 R ,1′ R ,3 R ,3′ R ,5 R ,5′ R )-8-oxabicyclo[3.2.1]oct-6-en-3-ol] and derivatives: precursors of long-chain polyketides

Regioselective domino metathesis of 7-oxanorbornene derivatives as a new stereoselective entry into 2,6-dioxabicyclo[4.3.0]nonenes

An expeditious entry to the hydrophenalene ring system of pseudopterosins

Regio- and stereoselective ring-opening dimerization–cross-coupling metathesis of 7-oxanorbornene derivatives

Regio- and Stereoselective Addition of Grignard and Organolithium Reagents to 4-Hydroxy-2-cyclopentenones

On the Reactivity of (7-Oxabicyclo[2.2.1]hept-5-en-2-ylidene)amines. Different Reaction Paths Leading to the Same Final Products

First intermolecular Pauson–Khand reaction of 7-azanorbornenes. Control of the regioselectivity by the effect of the substituents attached to the olefinic partner

Conformationally restricted glutamic acid derivatives: asymmetric synthesis of 4-substituted 4,5-dihydro-3(2H)-pyridazinones

The Staudinger reaction of imines derived from 7-oxanorbornenone: formation of spiranic oxazinone versus β-lactam rings

Domino Metathesis of 2-Azanorbornenones:  A New Strategy for the Enatioselective Synthesis of 1-Azabicyclic Compounds

Diastereoselective Synthesis and Estimation of the Conformational Flexibility of 6-Oxoperhydropyridazine-3-carboxylic Acid Derivatives

Asymmetric C C bond formation by the mixed oxidative coupling of 1,1′-bi-2-naphthyl esters

Enantioselective Synthesis of γ,δ-Disubstituted β-Hydroxy δ-Lactones from Furans: Synthesis of (<i>+</i>)-Prelactone B and its C-4 Epimer

The reaction of spiroepoxycyclohexadienones towards cyanide nucleophiles

Control of product distribution in the domino metathesis reactions of N-alkynyl 2-azabicyclo[2.2.1]hept-5-en-3-ones. A convenient synthesis of functionalized γ-lactams and indolizidinones

Asymmetric synthesis of cyclopentenones with benzylic α-quaternary carbon stereogenic centres from furans

Stereoselectivity Control in the Rh(I)-Catalyzed Conjugate Additions of Aryl and Alkenylboronic Acids to Unprotected Hydroxycyclopentenones

Stereoselective Synthesis of Tetrahydrofuran Spiro‐<i>β</i>‐Lactams by Ru‐Catalyzed Metathesis of 7‐Oxabicyclo[2.2.1]heptenes

Rhodium-Catalyzed Reaction of Aryl- and Alkenylboronic Acids with 2,4-Dienoate Esters:  Conjugate Addition and Heck Reaction Products

Stereoselective Conjugate Addition of Aryl- and Alkenylboronic Acids to Acyclic γ,δ-Oxygen-Substituted α,β-Enoates

Benzylic Substitution of Gramines with Boronic Acids and Rhodium or Iridium Catalysts^†

An Efficient Synthesis of Enantiomerically Pure (1<i>R</i>,2<i>S</i>,5<i>S</i>)- and (1<i>S</i>,2<i>R</i>,5<i>R</i>)-Rosaprostol Methyl Esters

Stereoselective Rh^I-Catalyzed Tandem Conjugate Addition of Boronic Acids−Michael Cyclization

Stereoselective Rhodium-Catalyzed Conjugate Addition of Boronic Acids to Unprotected δ-Hydroxy-γ-butenolides. Synthesis of (−)-7-Oxamuricatacin and β-Substituted Derivatives

N-Heterocyclic Carbene-Catalyzed Monoacylation of 1,4-Naphthoquinones with Aldehydes

Diastereoselective Synthesis of 1,2,3-Trisubstituted Indanes via Rhodium(I)-Catalyzed Tandem Conjugate Additions

Arylation of Benzo-Fused 1,4-Quinones by the Addition of Boronic Acids under Dicationic Pd(II)-Catalysis

A Convenient Approach to Polycyclic Derivatives with a <i>cis</i>‐Fused 2,6‐Dioxabicyclo[4.3.0]nonane System by the Sequence Ring‐Opening/Intramolecular Ring‐Closing Enyne Metathesis/Diels–Alder Reaction

1,6-Conjugate Addition of Boronic Acids to 2-Allylidenemalonates

In vitro antiamyloidogenic properties of 1,4-naphthoquinones

Synthesis and evaluation of arylquinones as BACE1 inhibitors, β-amyloid peptide aggregation inhibitors, and destabilizers of preformed β-amyloid fibrils

Regioselective 1,6-Conjugate Addition of Boronic Acids and Grignard Reagents to Dienylpyridines

Trifluoroacetic anhydride—catalyzed conjugate addition of boronic acids to α,β-unsaturated ketones

Trifluoroacetic Anhydride Promoted Tandem Conjugate Addition of Boronic Acids/Acetal Ring Opening

Stereoselective Synthesis of Indanylglycine Derivatives by a Tandem Michael–Michael Reaction

Pd^II‐Catalyzed Conjugate Addition of Boronic Acids to Ketoglutaconic Esters toward the Synthesis of Functionalized Pyridazin‐3(2<i>H</i>)‐ones with Neuroprotective Activity

Transition-Metal-Free Reactions of Boronic Acids: 1,3-Stereochemical Induction in the Substrate-Controlled Conjugate Addition

Discovery of alkenylboronic acids as neuroprotective agents affecting multiple biological targets involved in Alzheimer’s disease

Transition-Metal-Free Direct <i>anti</i>-Carboboration of Alkynes with Boronic Acids To Produce Alkenylheteroarenes

Metal-Free Conjugate Addition of Alkenylboronic Acids to Enedicarbonyl Compounds towards the Synthesis of Pyridazine Derivatives

1,2‐Stereochemical Induction in the Pd^II‐Catalyzed Conjugate Addition of Boronic Acids

Ring-Opening of Donor–Acceptor Cyclopropanes by Boronic Acids and Potassium Organotrifluoroborates under Transition-Metal-Free Conditions

C–C Bond Formation with Boronic Acids and Derivatives by Tran­sition-Metal-Free Conjugate Addition Reactions

Transition-Metal-Free Stereocomplementary Cross-Coupling of Diols with Boronic Acids as Nucleophiles

Metal-Free Organocatalysis

Synthesis of Di(hetero)arylamines from Nitrosoarenes and Boronic Acids: A General, Mild, and Transition-Metal-Free Coupling

Selective Functionalization of Achmatowicz Rearrangement Products by Reactions with Potassium Organotrifluoroborates under Transition-Metal-Free Conditions

Synthesis of Ketones by C−H Functionalization of Aldehydes with Boronic Acids under Transition‐Metal‐Free Conditions

Synthesis of 3,4-Dihydropyrimidin(thio)one Containing Scaffold: Biginelli-like Reactions

Stereochemistry of the Tetrabutylammonium Cyanide-Catalyzed Cyanosylilation of Cyclic α,β-Epoxyketones – Dependence of the Diastereoselectivity on the Ring Size