A5083635481- Radical Photochemical Reactions
- Catalytic C–H Functionalization Methods
- Oxidative Organic Chemistry Reactions
- Sulfur-Based Synthesis Techniques
- Polyoxometalates: Synthesis and Applications
- Asymmetric Synthesis and Catalysis
- Luminescence and Fluorescent Materials
- Chemical Synthesis and Analysis
- X-ray Diffraction in Crystallography
- Organoboron and organosilicon chemistry
- Crystallization and Solubility Studies
- Chemical Synthesis and Reactions
- Synthesis and Catalytic Reactions
- Multicomponent Synthesis of Heterocycles
- Advanced Nanomaterials in Catalysis
- Organic and Inorganic Chemical Reactions
University of Bologna
2017-2024
University of L'Aquila
2023
Institut Català d'Investigació Química
2016-2019
Abstract Reported herein is a photochemical cascade process that combines the excited‐state and ground‐state reactivity of chiral organocatalytic intermediates. This strategy directly converts racemic cyclopropanols α,β‐unsaturated aldehydes into stereochemically dense cyclopentanols with exquisite stereoselectivity. Mechanistic investigations have enabled elucidating origin stereoconvergence, which governed by kinetic resolution process.
Reported herein is a photochemical strategy for the borylation of alkyl halides using bis(catecholato)diboron as boron source. This method exploits ability nucleophilic dithiocarbonyl anion organocatalyst to generate radicals via an SN2-based catalytic mechanism, which not reliant on redox properties substrates. Therefore, it grants access boronic esters from readily available but difficult-to-reduce electrophiles, including benzylic and allylic chlorides, bromides, mesylates, were inert or...
Using ascorbate as a sacrificial reductant, iodo-Bodipy dye is able to promote the ATRA reaction between bromoderivatives and alkenes.
The pinacol coupling reaction, a reductive of carbonyl compounds that proceeds through the formation ketyl radicals in presence an electron donor, affords corresponding 1,2-diols one single step. photoredox version this transformation has been accomplished using different organic dyes or photoactive metal complexes sacrificial donors such as tertiary amines Hantzsch's ester. Normally, homo-coupling reactive is neither diastereo- nor enantio-selective. Herein, we report highly...
Abstract Reported herein is a photochemical cascade process that combines the excited‐state and ground‐state reactivity of chiral organocatalytic intermediates. This strategy directly converts racemic cyclopropanols α,β‐unsaturated aldehydes into stereochemically dense cyclopentanols with exquisite stereoselectivity. Mechanistic investigations have enabled elucidating origin stereoconvergence, which governed by kinetic resolution process.
Abstract Vinyl thianthrenium salt is a compound with interesting electrophilic properties capable of reacting two distinct nucleophiles. By using β‐keto esters as one the reaction partners, it possible to insert chain carbon atoms further functionalization under mild conditions. We have studied this new methodology which involves stepwise formation C−C and C−X bond (with X=N, O, etc.) in step without use metals. Depending on conditions starting ketoester, varied reactivity has been observed...
Abstract A regioselective vinylation of aromatic and aliphatic aldehydes promoted by the merging photoredox nickel catalysis is here reported. comprehensive investigation on reaction conditions allowed disclosure a valid reproducible protocol based nickel‐mediated reductive coupling approach under visible light irradiation. The employment 3CzClIPN (2,4,6‐tris(carbazol‐9‐yl)‐5‐chloro‐isophthalonitrile) as photocatalyst Hantzsch's ester sacrificial organic reductant replace use boron‐,...
Disclosed herein is a photochemical organocatalytic strategy for the direct enantioselective Mannich-type reaction of 2-alkylbenzophenones and cyclic imines. The chemistry exploits light-triggered enolization to generate transient hydroxy-<i>o</i>-quinodimethanes. These fleeting intermediates can be stereoselectively intercepted by imines upon activation with chiral organic catalyst, derived from natural cinchona alkaloids. developed method uses mild conditions, simple sources illumination,...
Abstract Organochromium(III) species are multipurpose nucleophiles used in the synthesis of complex organic molecules due to their high functional group tolerance and extraordinary chemoselectivity for aldehydes. The preparation organochromium(III) starting from halides requires use a stoichiometric amount chromium(II) salts or catalytic chromium(III) presence reductants (such as Mn(0)). Recently, radicals formation readily available alkenes, followed by trapping with were reported...
Asymmetric organocatalyzed multicomponent reactions represent an important toolbox in the field of organic synthesis to build complex scaffolds starting from simple materials. The Enders three-component cascade reaction was a cornerstone and plethora followed. However, acetaldehyde not shown as successful partner, probably because its high reactivity. Herein, we report Enders-type using dimethyl acetal, masked form acetaldehyde. This strategy directly converts acetaldehyde, nitroalkenes...
The direct nucleophilic addition of amides to unfunctionalized alkenes via photoredox catalysis represents a facile approach towards functionalized alkylamides. Unfortunately, the scarce nucleophilicity and competitive side reactions limit utility this approach. Herein, we report an intramolecular cyclization with β-lactams in presence acridinium photocatalyst. uses β-lactam nitrogen atom radical cation photogenerated linked alkene moiety, followed by hydrogen transfer from (HAT) catalyst....
The Cover Feature celebrates Japanese chemists Prof. Hitosi Nozaki and Tamejiro Hiyama, who discovered the Cr-mediated allyl addition to aldehydes. This work reports a catalytic photoredox version of Nozaki-Hiyama reaction, without any problem related use stoichiometric Mn or Zn as reducing agents….Mondai arimasen! More information can be found in Research Article by P. G. Cozzi et al.