Chiara Lambruschini
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View article: Photoexcited Palladium Complex-Catalyzed Isocyanide Insertion into Inactivated Alkyl Iodides
Photoexcited Palladium Complex-Catalyzed Isocyanide Insertion into Inactivated Alkyl Iodides Open
Isocyanides insertions represent an important transformation in the palladium-catalyzed reactions landscape. However, one of their most significant limitations is in the use of inactivated alkyl electrophiles. Palladium photocatalysis has …
View article: Lead Halide Perovskites Nanocrystals Synthesized in a Green, Reusable Solvent
Lead Halide Perovskites Nanocrystals Synthesized in a Green, Reusable Solvent Open
The widespread development of nanomaterials calls for searching for alternative processes that can reduce the impact, both from an environmental and economic point of view, of the syntheses employed to prepare such materials. Here, we repo…
View article: DESIGN OF AN EDUCATIONAL GAME AND ITS USE IN A TEAM GAME TOURNAMENT AS A STRATEGY TO ENGAGE STUDENTS IN REVIEWING STEREOCHEMISTRY CONCEPTS
DESIGN OF AN EDUCATIONAL GAME AND ITS USE IN A TEAM GAME TOURNAMENT AS A STRATEGY TO ENGAGE STUDENTS IN REVIEWING STEREOCHEMISTRY CONCEPTS Open
This paper presents a Chemistry Team Game Tournament (TGT) as a didactic strategy to review stereochemistry concepts. For this purpose, a multilingual (English, Italian, French, and Portuguese) educational game, Stereochemistry Race, was d…
View article: Multicomponent Hosomi–Sakurai reaction on chiral, bio-based, alcohols
Multicomponent Hosomi–Sakurai reaction on chiral, bio-based, alcohols Open
The scope of multicomponent Hosomi–Sakurai of two aldehydes, allyl trimethylsilane, and various alcohols (also bio-based and chiral) was investigated.
View article: Synthesis of spiroindolenines through a one-pot multistep process mediated by visible light
Synthesis of spiroindolenines through a one-pot multistep process mediated by visible light Open
Spiro-heterocyclic indolenines are privileged scaffolds widely present in numerous indole alkaloids. Here, we develop a novel approach for the one-pot multistep synthesis of different spiro[indole-isoquinolines]. The protocol proposed invo…
View article: Total Synthesis of 4-epi-Bengamide E
Total Synthesis of 4-epi-Bengamide E Open
Bengamide E is a bioactive natural product that was isolated from Jaspidae sponges by Crews and co-workers in 1989. It displays a wide range of biological activities, including antitumor, antibiotic, and anthelmintic properties. With the a…
View article: Synthesis of <i>α</i>‐Imino Amidines and 2,3‐Diamino Indolenines Using a One‐Pot Graphene Oxide‐Catalyzed Process
Synthesis of <i>α</i>‐Imino Amidines and 2,3‐Diamino Indolenines Using a One‐Pot Graphene Oxide‐Catalyzed Process Open
The acid‐catalyzed three‐component (3 C) UGI reaction of isocyanides, amines, and aldehydes generally gives α ‐amino amidines. Herein, we report the graphene oxide (GO)‐promoted promoted 3 C Ugi reaction followed by a C−N bond oxidation to…
View article: <i>Alcohol or Ethanol?</i> Teaching Organic Chemistry Nomenclature in an Informal Environment
<i>Alcohol or Ethanol?</i> Teaching Organic Chemistry Nomenclature in an Informal Environment Open
The basics of organic chemistry nomenclature were introduced in a laboratory organized in a nonformal environment such as a science festival. The laboratory, divided into three distinct but interconnected activities, was aimed not only at …
View article: Visible-Light-Driven Solventylation Strategy for Olefin Functionalization
Visible-Light-Driven Solventylation Strategy for Olefin Functionalization Open
Amphiphilic aryl radicals generated upon visible light irradiation of arylazo sulfones have been exploited in the development of a solventylation strategy via hydrogen atom transfer (HAT). The present protocol succeeded in the versatile fu…
View article: Study and application of graphene oxide in the synthesis of 2,3-disubstituted quinolines<i>via</i>a Povarov multicomponent reaction and subsequent oxidation
Study and application of graphene oxide in the synthesis of 2,3-disubstituted quinolines<i>via</i>a Povarov multicomponent reaction and subsequent oxidation Open
Graphene oxide is exploited as a heterogeneous, metal-free and sustainable catalyst for the three-component Povarov reaction and subsequent oxidation. The multistep synthesis can also be performed as a one-pot procedure.
View article: Ketene 3‐Component Staudinger Reaction (K‐3CSR) to β‐Lactams: A New Entry in the Class of Photoinduced Multicomponent Reactions
Ketene 3‐Component Staudinger Reaction (K‐3CSR) to β‐Lactams: A New Entry in the Class of Photoinduced Multicomponent Reactions Open
The Staudinger synthesis of β‐lactams from imines and ketenes has been conducted photochemically only in very limited cases. Recent advances in the visible light mediated Wolff rearrangement of diazoketones allowed us to perform, for the f…
View article: Into the Blue: Ketene Multicomponent Reactions under Visible Light
Into the Blue: Ketene Multicomponent Reactions under Visible Light Open
For the first time, a detailed study on the photophysical properties of variously substituted diazoketones and on their photoreactivity under blue LED irradiation was carried out. Despite very limited absorbance in the visible region, we h…
View article: A Thorough Study on the Photoisomerization of Ferulic Acid Derivatives
A Thorough Study on the Photoisomerization of Ferulic Acid Derivatives Open
A thorough study on the ( E ) to ( Z ) photoisomerization of ferulic acid derivatives (esters, amides of all types, and ketones) was carried out. At the photostationary state, only aliphatic or benzylic tertiary amides reach a nearly compl…
View article: The 100 facets of the Passerini reaction
The 100 facets of the Passerini reaction Open
This perspective aims at celebrating the 100th anniversary of the discovery of the Passerini three component reaction.
View article: Synthesis, Photoisomerization, Antioxidant Activity, and Lipid-Lowering Effect of Ferulic Acid and Feruloyl Amides
Synthesis, Photoisomerization, Antioxidant Activity, and Lipid-Lowering Effect of Ferulic Acid and Feruloyl Amides Open
The Ugi four-component reaction employing naturally occurred ferulic acid (FA) is proposed as a convenient method to synthesize feruloyl tertiary amides. Applying this strategy, a peptoid-like derivative of ferulic acid (FEF77) containing …
View article: Stable and Size Tunable CsPbBr<sub>3</sub> Nanocrystals Synthesized with Oleylphosphonic Acid
Stable and Size Tunable CsPbBr<sub>3</sub> Nanocrystals Synthesized with Oleylphosphonic Acid Open
We employed oleylphosphonic acid (OLPA) for the synthesis of CsPbBr3 nanocrystals (NCs). Compared to phosphonic acids with linear alkyl chains, OLPA features a higher solubility in apolar solvents, allowing us to work at lower synthesis te…
View article: Synthesis of Polyoxygenated Heterocycles by Diastereoselective Functionalization of a Bio-Based Chiral Aldehyde Exploiting the Passerini Reaction
Synthesis of Polyoxygenated Heterocycles by Diastereoselective Functionalization of a Bio-Based Chiral Aldehyde Exploiting the Passerini Reaction Open
A chiral bio-based building block, prepared by the lipase-mediated desymmetrization of an erythritol derivative, was further functionalized and then submitted to stereoselective Passerini reactions, allowing the synthesis of a small librar…
View article: Stereodivergent access to all four stereoisomers of chiral tetrahydrobenzo[<i>f</i>][1,4]oxazepines, through highly diastereoselective multicomponent Ugi–Joullié reaction
Stereodivergent access to all four stereoisomers of chiral tetrahydrobenzo[<i>f</i>][1,4]oxazepines, through highly diastereoselective multicomponent Ugi–Joullié reaction Open
Starting from easily accessible enantiopure 1,2-aminoalcohols and salicylaldehydes, a concise and diastereodivergent route to tetrahydrobenzo[f][1,4]oxazepines has been developed.
View article: Amphiphilic gold nanoparticles perturb phase separation in multidomain lipid membranes
Amphiphilic gold nanoparticles perturb phase separation in multidomain lipid membranes Open
Experiments and simulations reveal that amphiphilic nanoparticles suppress phase separation in neuronal-like lipid bilayers and form bilayer-embedded ordered aggregates.
View article: Zinc(<scp>ii</scp>)-mediated diastereoselective Passerini reactions of biocatalytically desymmetrised renewable inputs
Zinc(<span>ii</span>)-mediated diastereoselective Passerini reactions of biocatalytically desymmetrised renewable inputs Open
A chiral aldehyde, obtained in both enantiomeric forms from renewable 2,5-Bis(hydroxymethyl)tetrahydrofuran by a chemoenzymatic procedure, was submitted to a modified diastereoselective Passerini reaction employing zinc dicarboxylates.
View article: Multicomponent Synthesis of Polyphenols and Their In Vitro Evaluation as Potential β-Amyloid Aggregation Inhibitors
Multicomponent Synthesis of Polyphenols and Their In Vitro Evaluation as Potential β-Amyloid Aggregation Inhibitors Open
While plant polyphenols possess a variety of biological properties, exploration of chemical diversity around them is still problematic. Here, an example of application of the Ugi multicomponent reaction to the combinatorial assembly of art…
View article: Enzymatically promoted release of organic molecules linked to magnetic nanoparticles
Enzymatically promoted release of organic molecules linked to magnetic nanoparticles Open
Magnetite-based magnetic nanoparticles have been successfully coupled to an organic system constituted of a fluorescent molecule, a tripeptide specifier and a spacer. The system is able to selectively release the fluorescent molecule upon …