A5014092019- Chemistry and Chemical Engineering
- Innovative Microfluidic and Catalytic Techniques Innovation
- History and advancements in chemistry
- Radical Photochemical Reactions
- Catalytic C–H Functionalization Methods
- Oxidative Organic Chemistry Reactions
- Asymmetric Hydrogenation and Catalysis
- Sulfur-Based Synthesis Techniques
- Synthesis and Catalytic Reactions
- Chemical Synthesis and Analysis
- Chemical Synthesis and Reactions
- Fluorine in Organic Chemistry
- Nanomaterials for catalytic reactions
- Catalytic Cross-Coupling Reactions
- Cyclopropane Reaction Mechanisms
- Asymmetric Synthesis and Catalysis
- Integrated Circuits and Semiconductor Failure Analysis
- Analytical Chemistry and Chromatography
- Synthetic Organic Chemistry Methods
- Electrochemical Analysis and Applications
- Advanced Synthetic Organic Chemistry
- Biomedical and Engineering Education
- Advancements in Photolithography Techniques
- Caching and Content Delivery
- Carbohydrate Chemistry and Synthesis
Eli Lilly (Spain)
2015-2025
Lilly (China)
2017-2021
GEICAM – Spanish Breast Cancer Group
2018-2019
University of Graz
2014-2015
Isofoton (Spain)
2006
Universidad de Oviedo
2002-2005
Agora Systems (Spain)
2001-2002
Alcatel Lucent (Germany)
2000
A strategy for the installation of small alkyl fragments onto pharmaceutically relevant aliphatic structures has been established via metallaphotoredox catalysis. Herein, we report that tris(trimethylsilyl)silanol can be employed as an effective halogen abstraction reagent that, in combination with photoredox and nickel catalysis, allows a generic approach to Csp3–Csp3 cross-electrophile coupling. In this study, demonstrate variety drug-like groups successfully coupled number commercially...
A continuous-flow, two-step procedure for the preparation of α-CF3-substituted carbonyl compounds has been developed. The substrates were converted in situ into corresponding silyl enol ethers, mixed with CF3 radical source, and then irradiated visible light using a flow reactor based on transparent tubing household compact fluorescent lamp. continuous protocol uses Eosin Y as an inexpensive photoredox catalyst requires only 20 min to complete two reaction steps.
This article highlights recent progress in continuous flow self-optimizing platforms.
A continuous-flow protocol for the bromination of benzylic compounds with N-bromosuccinimide (NBS) is presented. The radical reactions were activated a readily available household compact fluorescent lamp (CFL) using simple flow reactor design based on transparent fluorinated ethylene polymer (FEP) tubing. All carried out acetonitrile as solvent, thus avoiding hazardous chlorinated solvents such CCl4. For each substrate, only 1.05 equiv NBS was necessary to fully transform starting material...
A continuous-flow protocol for the light-induced fluorination of benzylic compounds is presented. The procedure uses Selectfluor as fluorine source and xanthone an inexpensive commercially available photoorganocatalyst. flow photoreactor based on transparent fluorinated ethylene propylene tubing a household compact fluorescent lamp. combination with black-light irradiation results in very efficient fluorination. Good to excellent isolated yields were obtained variety substrates bearing...
Photoredox catalysis has emerged as a powerful and versatile platform for the synthesis of complex molecules. While photocatalysis is already broadly used in small-scale batch chemistry across pharmaceutical sector, recent efforts have focused on performing these transformations process due to inherent challenges scale. However, translating optimized conditions flow setups challenging, general approach that rapid, convenient, inexpensive remains largely elusive. Herein, we report development...
Photocatalytic hydrogen atom transfer is a very powerful strategy for the regioselective C(sp3 )-H functionalization of organic molecules. Herein, we report on unprecedented combination decatungstate photocatalysis with oxidative radical-polar crossover concept to access direct net-oxidative heteroarylation. The present methodology demonstrates high functional group tolerance (40 examples) and scalable when using continuous-flow reactor technology. developed protocol also amenable late-stage...
Carbon-nitrogen bonds are ubiquitous in biologically active compounds, prompting synthetic chemists to design various methodologies for their preparation. Arguably, the ideal approach is be able directly convert omnipresent C-H organic molecules, enabling even late-stage functionalization of complex scaffolds. While this has been thoroughly investigated C(sp
A strategy for both cross-electrophile coupling and 1,2-dicarbofunctionalization of olefins has been developed. Carbon-centered radicals are generated from alkyl bromides by merging benzophenone hydrogen atom transfer (HAT) photocatalysis silyl radical-induced halogen (XAT) subsequently intercepted a nickel catalyst to forge the targeted C(sp3)-C(sp2) C(sp3)-C(sp3) bonds. The mild protocol is fast scalable using flow technology, displays broad functional group tolerance, amenable wide...
Research-scale fully automated flow platform for reaction self-optimization with solids handling facilitates identification of optimal conditions continuous manufacturing pharmaceuticals while reducing amounts raw materials consumed.
With ever-evolving light-emitting diode (LED) technology, classical photochemical transformations are becoming accessible with more efficient and industrially viable light sources. In combination a triplet sensitizer, we report the detailed exploration of [2 + 2] cycloadditions, in flow, various maleic anhydride derivatives gaseous ethylene. By use flow reactor capable gas handling LED wavelength/power screening, an in-depth optimization these reactions was carried out. particular, highlight...
We describe herein a two-step process for the conversion of serine to wide array optically pure unnatural amino acids. This method utilizes photocatalytic cross-electrophile coupling between bromoalkyl intermediate and diverse set aryl halides produce artificial analogues phenylalanine, tryptophan, histidine. The reaction is tolerant broad range functionalities can be leveraged toward scalable synthesis valuable pharmaceutical scaffolds via flow technology.
The aminating reagent O-mesitylsulfonylhydroxylamine (MSH) has a known potential hazard since it contains high-energy functional groups in its structure. There are references the literature that report several incidents involving use of pure and crystalline MSH. preparation safe this at kilo scale described herein.
Abstract Diazo anhydrides (ArNNONNAr) have been known since 1896 but rarely used in synthesis. This communication describes the development of a photochemical catalyst‐free CH arylation methodology for preparation bi(hetero)aryls by one‐pot reaction anilines with tert ‐butyl nitrite and (hetero)arenes under neutral conditions. The key step this procedure is situ formation subsequent (>300 nm) homolytic cleavage transient diazo anhydride intermediate. generated aryl radical then...
Nociceptin/OFQ (N/OFQ) is a 17 amino acid peptide that the endogenous ligand for ORL1/NOP receptor. Nociceptin appears to regulate host of physiological functions such as biological reactions stress, anxiety, mood, and drug abuse, in addition feeding behaviors. To develop tools study function nociceptin NOP receptor, our research effort sought identify orally available antagonists. Our led discovery novel chemical series based on dihydrospiro(piperidine-4,7'-thieno[2,3-c]pyran) scaffold....
Using a Br<sub>2</sub> generator in flow process intensified conditions has been developed for photochemical benzylic bromination on kg scale.
A highly regioselective Pd-catalyzed arylation of N-methylpyrazoles with aryl bromides is described. This transformation was studied extensively via automated reaction screening. Design Experiments (DoE) approach for optimizing the critical parameters applied, resulting in excellent conditions preparing selectively 5-arylpyrazoles moderate to yields under mild conditions.
Electrochemical deprotection of p-methoxybenzyl (PMB) ethers was performed in an undivided electrochemical flow reactor MeOH solution, leading to the unmasked alcohol and p-methoxybenzaldehyde dimethyl acetal as a byproduct. The method removes need for chemical oxidants, added electrolyte (BF4NEt4) can be recovered reused. applied 17 substrates with high conversions single pass, yields up 92%, 7.5 g h–1 productivity. PMB protecting group also selectively removed presence some other common groups.
A continuous flow method for the direct conversion of alcohols to amines <italic>via</italic> a hydrogen borrowing approach is reported.
A continuous flow method for the selective oxidation of secondary alcohols is reported. The based on an Oppenauer-type ruthenium-catalyzed hydrogen-transfer process that uses acetone as both solvent and oxidant. utilizes a low loading (1 mol%) commercially available ruthenium catalyst [Ru(p-cymene)Cl2]2 triethylamine base can be successfully applied to range different substrates, with good level functional group tolerance.