Ricardo I. Rodríguez

ORCID: 0000-0003-3846-8154
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About
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Research Areas
  • Radical Photochemical Reactions
  • Sulfur-Based Synthesis Techniques
  • Crystallization and Solubility Studies
  • X-ray Diffraction in Crystallography
  • Fluorine in Organic Chemistry
  • Catalytic C–H Functionalization Methods
  • Asymmetric Synthesis and Catalysis
  • Chemical synthesis and alkaloids
  • Click Chemistry and Applications
  • Synthesis and Reactions of Organic Compounds
  • Catalytic Alkyne Reactions
  • Cyclopropane Reaction Mechanisms
  • Chemical Reactions and Isotopes
  • Non-Destructive Testing Techniques
  • Organic and Inorganic Chemical Reactions
  • Chemical Synthesis and Analysis
  • Crystallography and molecular interactions
  • Synthesis and Catalytic Reactions
  • Asymmetric Hydrogenation and Catalysis
  • Welding Techniques and Residual Stresses
  • Innovative Microfluidic and Catalytic Techniques Innovation
  • Synthetic Organic Chemistry Methods
  • Integrated Circuits and Semiconductor Failure Analysis

University of Padua
2024

Universidad Autónoma de Madrid
2018-2022

MODUL University Dubai
2020

Universidad Nacional Autónoma de México
2018

The increasing popularity of four-member rings in drug discovery has prompted the synthetic chemistry community to advance and reinvent old strategies craft these structures. Recently, strain-release concept been used build complex architectures. However, although there are many for accessing small carbocyclic derivatives, synthesis azetidines remains underdeveloped. Here we report a photocatalytic radical strategy densely functionalized from azabicyclo[1.1.0]butanes. protocol operates with...

10.1038/s41929-024-01206-4 article EN cc-by-nc-nd Nature Catalysis 2024-08-14

The generation of sulfonyl radicals has long been known as a flexible strategy in wide range different sulfonylative transformations. Meanwhile their use alkylation processes somehow limited due to inherent difficulty evolving less-stable after sulfur dioxide extrusion. Herein we report convenient that involves gem-difluorinated sulfinates an "upgrading-mask", allowing these precursors decompose into corresponding alkyl radicals. electron-donor character the formation electron donor-acceptor...

10.1002/anie.202112632 article EN cc-by Angewandte Chemie International Edition 2022-01-04

The first asymmetric α-trifluoromethylthiolation of 2-substituted isoxazolidin-5-ones was developed using Maruoka type N-spiro ammonium catalysts under phase-transfer conditions. resulting products, containing a trifluoromethylthiolated quaternary chiral carbon, were obtained in moderate to good yields and up 98:2 enantiomeric ratio. Moreover, the easy N-O bond cleavage provided access undescribed α-trifluoromethylthio-β2,2-amino acids, with promising applications biochemistry medicinal chemistry.

10.1021/acs.orglett.9b04195 article EN Organic Letters 2019-12-13

Abstract Herein, a light‐driven, atom‐economical process that provides access to enantiomerically enriched substituted chiral 1‐pyrroline derivatives is introduced. The strategy involves the distal functionalization of acyl heterocycles through hydrogen‐atom transfer (HAT) and use tailor‐made ketimines as reliable electrophilic partners. This transformation translated into an controlled radical/polar cascade reaction in which water produced sole by‐product stereoselectivity dictated by...

10.1002/anie.202013020 article EN Angewandte Chemie International Edition 2020-11-12

The benefits of using photoflow technology for the synthesis α-aminoamides with elevated complexity compared to classic batch are described. Higher yields, no purification steps, and opportunity easy scalability featured.

10.1039/d2gc02087d article EN Green Chemistry 2022-01-01

The first enantioselective method for the installation of SCF<sub>3</sub> group at C-4 position azlactones is described in present communication under quinidinium phase transfer catalysis.

10.1039/d0ob00476f article EN Organic & Biomolecular Chemistry 2020-01-01

A highly stereoselective [2,3]-Wittig rearrangement of allylic and propargylic ethers controlled by a chiral sulfoxide moiety is presented. The activation provided the at remote ortho position allows less-activated unexplored benzylic carbanions. Thus, this general methodology gives access to asymmetric synthesis homoallylic, enynyl, allenylic α-benzyl alcohol derivatives.

10.1021/acs.orglett.8b03659 article EN Organic Letters 2018-12-10

The generation of diastereomerically enriched secondary benzyl propargyl alcohols by the asymmetric addition ortho-sulfinylbenzyl carbanions to sulfonylacetylene derivatives via formation a Csp–Csp3 bond is described. This reaction proceeds through an unusual α-attack (anti-Michael addition) carbanions, followed elimination arylsulfonyl moiety. scope this alkynylation also discussed. Moreover, development new approach for synthesis optically active tertiary benzylpropargyl described,...

10.1021/acs.joc.7b02887 article EN The Journal of Organic Chemistry 2018-01-15

An unprecedented behavior of ortho-sulfinylpropargyl carbanions in the presence optically active sulfinylimines affords two different families compounds: this peculiar chemodivergency is importantly affected by nature employed base, and assisted configuration electrophile, displaying no alteration stereocontrol both reactions. α-Allenylamines are formed exclusively, using R-sulfinyl aldimines as electrophiles, while homopropargylamines result when S-sulfinyl employed.

10.1021/acs.orglett.0c00625 article EN Organic Letters 2020-03-10

Abstract The generation of sulfonyl radicals has long been known as a flexible strategy in wide range different sulfonylative transformations. Meanwhile their use alkylation processes somehow limited due to inherent difficulty evolving less‐stable after sulfur dioxide extrusion. Herein we report convenient that involves gem ‐difluorinated sulfinates an “upgrading‐mask”, allowing these precursors decompose into corresponding alkyl radicals. electron–donor character the formation electron...

10.1002/ange.202112632 article EN cc-by Angewandte Chemie 2022-01-04

Abstract Herein, a light‐driven, atom‐economical process that provides access to enantiomerically enriched substituted chiral 1‐pyrroline derivatives is introduced. The strategy involves the distal functionalization of acyl heterocycles through hydrogen‐atom transfer (HAT) and use tailor‐made ketimines as reliable electrophilic partners. This transformation translated into an controlled radical/polar cascade reaction in which water produced sole by‐product stereoselectivity dictated by...

10.1002/ange.202013020 article EN Angewandte Chemie 2020-11-12

A highly enantioselective protocol has been recently described as allowing the synthesis of five-membered cyclic imines harnessing selective generation a β-Csp3-centered radical acyl heterocyclic derivatives and its subsequent interaction with diverse NH-ketimines. The overall transformation represents novel cascade process strategy crafted by individual well-known steps; however, construction new C-C bond highlights crucial knot from mechanistically perspective. We believe that full...

10.3390/catal11080922 article EN Catalysts 2021-07-29
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