A5026636418- Radical Photochemical Reactions
- Catalytic C–H Functionalization Methods
- Free Radicals and Antioxidants
- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Oxidative Organic Chemistry Reactions
- CO2 Reduction Techniques and Catalysts
- Photochemistry and Electron Transfer Studies
- Sulfur-Based Synthesis Techniques
- Inorganic and Organometallic Chemistry
- Chemical Thermodynamics and Molecular Structure
- Planetary Science and Exploration
- Protein Degradation and Inhibitors
- Click Chemistry and Applications
- Astro and Planetary Science
- Advanced Polymer Synthesis and Characterization
- Catalysis and Oxidation Reactions
- Chemical Reaction Mechanisms
- Thermal and Kinetic Analysis
- Advanced biosensing and bioanalysis techniques
- Piperaceae Chemical and Biological Studies
- Chemical Reactions and Mechanisms
- Plant biochemistry and biosynthesis
- Moyamoya disease diagnosis and treatment
- Catalytic Cross-Coupling Reactions
Torrey Pines Institute For Molecular Studies
2024-2025
Scripps (United States)
2024-2025
Scripps Institution of Oceanography
2024-2025
Scripps Research Institute
2023-2024
University of Manchester
2020-2022
Eötvös Loránd University
2017
Institute for Atomic Energy Research
2004-2007
University of Szeged
1987
Hungarian Academy of Sciences
1982-1984
Laboratoire de Chimie
1958
Abstract Sulfonium salts are playing an increasingly significant role in contemporary organic synthesis. In particular, the generation of radicals from sulfonium is a fundamental process Nature and has been subject investigation for over 50 years. However, general synthetic methods that use as radical precursors rare. The advent photoredox catalysis triggered upsurge interest chemistry this review surveys recent applications aryl‐ alkylsulfonium light‐mediated, C−C bond formation. magnified image
Abstract There is a pressing need, particularly in the field of drug discovery, for general methods that will enable direct coupling tertiary alkyl fragments to (hetero)aryl halides. Herein uniquely powerful and simple set conditions achieving this transformation with unparalleled generality chemoselectivity disclosed. This new protocol placed context other recently reported methods, applied simplify routes known bioactive building blocks molecules, scaled up both batch flow. The role...
C-C linked glutarimide-containing structures with direct utility in the preparation of cereblon-based degraders (PROTACs, CELMoDs) can be assessed a single step from inexpensive, commercial α-bromoglutarimide through unique Brønsted-acid assisted Ni-electrocatalytic approach. The reaction tolerates broad array functional groups that are historically problematic and applied to simplified synthesis dozens known compounds have only been procured laborious, wasteful, multi-step sequences. is...
A novel catalytic method for the direct C–H alkynylation of azulenes is developed. The gold catalyzed functionalization this special carbacycle achieved with hypervalent iodonium reagent TIPS-EBX under mild reaction conditions. With aid developed procedure, several TIPS alkynylated azulene derivatives were synthesized bearing important functional groups further functionalization.
Abstract There is a pressing need, particularly in the field of drug discovery, for general methods that will enable direct coupling tertiary alkyl fragments to (hetero)aryl halides. Herein uniquely powerful and simple set conditions achieving this transformation with unparalleled generality chemoselectivity disclosed. This new protocol placed context other recently reported methods, applied simplify routes known bioactive building blocks molecules, scaled up both batch flow. The role...
There is an urgent need, particularly in the field of drug discovery, for general methods that will enable direct coupling tertiary alkyl fragments to (hetero)aryl halides. This early disclosure serves this purpose by informing community a uniquely powerful and simple set conditions achieving transformation with unparalleled generality chemoselectivity.
The therapeutic properties of Curcuma (ginger and turmeric's family) have long been known in traditional medicine. However, only recently guaiane-type sesquiterpenes extracted from phaeocaulis submitted to biological testing, their enhanced bioactivity was highlighted. Among these compounds, phaeocaulisin A has shown remarkable anti-inflammatory anticancer activity, which appears be tied the unique bridged acetal moiety embedded its tetracyclic framework. Prompted by promising profile...
Reductive cyclizations of carbonyl compounds, mediated by samarium(II) diiodide (SmI2, Kagan's reagent), represent an invaluable platform to generate molecular complexity in a stereocontrolled manner. In addition classical ketone and aldehyde substrates, recent advances radical chemistry allow the cyclization lactone lactam-type substrates using SmI2. contrast, acyclic esters are considered be unreactive SmI2 their participation reductive is unprecedented. Here, we report diastereoselective...
This review focuses on recent developments from our laboratory in the field of radical reactions mediated by archetypal reductive single electron transfer (SET) reagent, SmI2. Namely, we have expanded scope reducible carbonyl moieties to esters and amides exploited resultant ketyl radicals cascade that generate unprecedented scaffolds. Moreover, taken first steps address long-standing challenges catalysis chiral ligand control associated with reagent.
C–C linked glutarimide-containing structures with direct utility in the preparation of cereblon-based degraders (PROTACs, CELMoDs) can be assessed a single step from inexpensive, commercial -bromoglutaramide through unique Brønsted-acid assisted Ni-electrocatalytic approach. The reaction tolerates broad array functional groups that are historically problematic and applied to simplified synthesis dozens known compounds have only been procured laborious, wasteful, multistep sequences. is...
Abstract The rate constant of the primary decomposition step was determined for four symmetrical and unsymmetrical azo alkanes. From experimental activation energies some literature enthalpy data, following enthalpies formation radicals group contributions were calculated: Δ H ƒ (CH 3 N 2 ) = 51.5 ± 1.8 kcal mol −1 , (C 5 44.8 2.5 (2−C 7 37.9 2.2 [N A ‐(C)] 27.6 3.7 ‐(Ṅ (C)] 61.2 3.1 .
There is a pressing need, particularly in the field of drug discovery, for general methods that will enable direct coupling tertiary alkyl frag-ments to (hetero)aryl halides. Herein uniquely powerful and simple set conditions achieving this transformation with unparalleled generality chemoselectivity disclosed. This new protocol placed context other recently reported methods, applied simplify routes known bioactive building blocks molecules, scaled up both batch flow. The role pyridine...
Abstract The thermal decomposition of azoethane (AE) was studied by detailed product analysis in the temperature and pressure intervals 508–598 K 2.7–13.3 kPa. Besides hydrocarbon products, three characteristic quantitatively important nitrogen‐containing compounds were also determined: ethyl‐2‐butyldiimide, ethanal‐diethylhydrazone, tetraethyl‐hydrazine. Apart from predominant termination reactions ethyl radical with itself μ 2 radical, is characterized a very short chain reaction....
Abstract The thermal decomposition of azoisopropane (AIP) was studied by detailed product analysis in the temperature and pressure intervals 498–563 K 0.67–5.33 kPa. Besides predominant termination hydrogen‐abstraction reaction 2‐propyl radical, is characterized a very short chain process. following rate constants were determined from measurements for reactions: magnified image
Abstract The thermal decompositions of azoethane and azoisopropane were studied in a large excess ethylene the temperature interval 523–623 K. It was demonstrated that under such conditions, bulk alkyl radicals react with ethylene. Via measurements on consumption azo compound formation gaseous nitrogen, it possible to determine rate coefficients initiation reactions: . resulting data as follows: For azoethane, azoisopropane,
Abstract C−C linked glutarimide‐containing structures with direct utility in the preparation of cereblon‐based degraders (PROTACs, CELMoDs) can be assessed a single step from inexpensive, commercial α‐bromoglutarimide through unique Brønsted‐acid assisted Ni‐electrocatalytic approach. The reaction tolerates broad array functional groups that are historically problematic and applied to simplified synthesis dozens known compounds have only been procured laborious, wasteful, multi‐step...
Sulfonyl hydrazides are disclosed as versatile radical precursors exemplified with seven new C–C bond forming, redox neutral cross-couplings with: (1) unsaturated olefins, (2) alkyl halides, (3) active esters, (4) aryl (5) alkenyl (6) alkynyl and (7) a trifluoromethylating reagent to forge C(sp3)-C(sp3), C(sp3)-C(sp2), C(sp3)-C(sp) bonds. stable usually crystalline substances that can be accessed in variety of ways including transiently from hydrazones achieve net reductive arylation...
Abstract The thermal decomposition of azoisopropane (AIP) was studied in the presence various quantities propylene temperature and pressure intervals 498–553 K 3.33–5.33 kPa. inhibition functions relating to formation products were determined; these proved a good basis for interpretation secondary decompositon AIP. experimental data support conception that βμ radical—radical reaction equation image occurs. product this is not stable; its one sources products. ratio rate constants determined...
Abstract A study was made of the oligomerization ethylene, initiated by thermal decomposition azoethane and azo‐isopropane at low temperatures, where polymerization equilibria are shifted somewhat in direction formation products with longer carbon chains. The findings supported picture acquired from a propionaldehyde–ethylene system. Also under these conditions proceeds via addition between ethylene radicals, followed isomerization tendency to yield propylene olefins. At lower temperatures...