- Cyclopropane Reaction Mechanisms
- Synthesis and Catalytic Reactions
- Catalytic C–H Functionalization Methods
- Fluorine in Organic Chemistry
- Click Chemistry and Applications
- Radical Photochemical Reactions
- Chemical Reactions and Mechanisms
- X-ray Diffraction in Crystallography
- Sulfur-Based Synthesis Techniques
- Crystallization and Solubility Studies
Imperial College London
2020-2022
University of Cambridge
2017
Sulfonimidamides present exciting opportunities as chiral isosteres of sulfonamides, with potential for additional directional interactions. Here, we the first modular enantioselective synthesis sulfonimidamides, including stereoselective enantioenriched sulfonimidoyl fluorides, and studies on their reactivity. A new route to fluorides is presented from solid bench-stable, N-Boc-sulfinamide (Boc=tert-butyloxycarbonyl) salt building blocks. Enantioenriched arylsulfonimidoyl are shown be...
Sulfonimidoyl halides have previously shown poor stability and selectivity in reaction with organometallic reagents. Here we report the preparation of enantioenriched sulfonimidoyl fluorides their stereospecific at sulfur Grignard Notably first alkyl are prepared, including methyl. The nature N-group is important to success stereocontrolled sequence sulfoximines.
Coupling of readily available boronic acids and diazo compounds has emerged recently as a powerful metal-free carbon-carbon bond forming method. However, the difficulty in unstable compound partner mild fashion hitherto limited their general use scope transformation. Here, we report application oxadiazolines precursors for generation an family using flow UV photolysis first divergent protodeboronative oxidative C(sp
Vinyl sulfones and sulfonamides are valued for their use as electrophilic warheads in covalent protein inhibitors. Conversely, the S(VI) aza-isosteres thereof, vinyl sulfoximines sulfonimidamides, far less studied have yet to be applied field of bioconjugation. Herein, we report a range different synthetic methodologies constructing sulfoximine sulfonimidamide architectures that allows access new areas chemical space. We demonstrate how late-stage functionalization can these motifs...
Abstract Coupling of readily available boronic acids and diazo compounds has emerged recently as a powerful metal‐free carbon–carbon bond forming method. However, the difficulty in unstable compound partner mild fashion hitherto limited their general use scope transformation. Here, we report application oxadiazolines precursors for generation an family using flow UV photolysis first divergent protodeboronative oxidative C(sp 2 )−C(sp 3 ) cross‐coupling processes, with excellent...
Vinyl sulfones and sulfonamides are valued for their use as electrophilic warheads in covalent protein inhibitors. Conversely, the S(VI) aza-isosteres thereof, vinyl sulfoximines sulfonimidamides, far less studied have yet to be applied field of bioconjugation. Herein, we report a range different synthetic methodologies constructing sulfoximine sulfonimidamide architectures that allows access new areas chemical space. We demonstrate how late stage functionalization can these motifs...