A5091274223- Catalytic C–H Functionalization Methods
- Catalytic Cross-Coupling Reactions
- Organoboron and organosilicon chemistry
- Asymmetric Hydrogenation and Catalysis
- Boron Compounds in Chemistry
- History and advancements in chemistry
- Synthesis and Catalytic Reactions
- Various Chemistry Research Topics
- Innovative Microfluidic and Catalytic Techniques Innovation
- Chemical Synthesis and Reactions
- Radical Photochemical Reactions
- Sulfur-Based Synthesis Techniques
Michigan State University
2019-2024
Merck & Co., Inc., Rahway, NJ, USA (United States)
2024
United States Military Academy
2022-2023
Para C–H borylations (CHB) of tetraalkylammonium sulfates and sulfamates have been achieved using bipyridine-ligated Ir boryl catalysts. Selectivities can be modulated by both the length alkyl groups in cations substituents on bipyridine ligands. Ion pairing, where cation shield meta bonds counteranions, is proposed to account for para selectivity. The 4,4′-dimethoxy-2,2′-bipyridine ligand gave superior selectivities.
Regioselectivities in catalytic C-H borylations (CHBs) have been rationalized using simplistic steric models and correlations with nuclear magnetic resonance (NMR) chemical shifts. However, regioselectivity can be significant for important substrate classes where none would expected from these arguments. In this study, intramolecular hydrogen bonding (IMHB) lead to shielding effects that direct Ir-catalyzed CHB regiochemistry. Bpin (Bpin = pinacol boronic ester)/arene IMHB promote remote of...
The development of practical synthetic protocols integrating novel technologies may enable rapid and broad exploration chemical space in medicinal chemistry campaigns. Cross-electrophile coupling (XEC) allows the diversification an aromatic core with alkyl halides to increase sp3 character. Herein, we apply two alternative approaches via either photo- or electro-catalyzed XEC showcase their complementarity access tedizolid analogs. parallel photochemical electrochemical reactors high light...
Borylated aryl alkynes have been synthesized via one-pot iridium catalyzed C–H borylation (CHB)/Sonogashira cross-coupling of bromides. Direct encountered problems related to the reactivity alkyne under CHB conditions. However, tolerance bromides made possible a subsequent Sonogashira access desired borylated alkynes.
A versatile and efficient method to prepare borylated arenes furnished with alkyl, alkenyl, alkynyl, aryl, heteroaryl functional groups is developed by merging Ir-catalyzed C–H borylations (CHB) a chemoselective palladium-catalyzed cross-coupling of triorganoindium reagents (Sarandeses–Sestelo coupling) aryl halides bearing boronic ester substituent. Using reactions introduce unsaturated moieties enables the synthesis that would be difficult access through direct application CHB methodology....
En este artículo se describen los avances más recientes en la automatización de química orgánica con un enfoque medicinal. Diferentes plataformas han permitido ejecución cientos e incluso miles reacciones paralelo el fin acelerar descubrimiento medicamento. Por otro lado, modelos inteligencia artificial están siendo aplicados para diseñar experimentos condiciones que aumenten probabilidad éxito. Estos conjunto prometen revolucionar síntesis y campos industria dependen ella.
Tetraalkoxydiborons can be easily prepared by acid-catalyzed reactions of tetrahydroxydiboron or its anhydride with trialkyl orthoformates. Addition diols to these reaction mixtures afforded diboron diolates in high yield. In both cases, removal volatile byproducts is all that required for the isolation diboron. These methods constitute a convenient alternative previous preparations from tetrakis (dimethylamino) and tetrahydroxydiboron.
Ir-catalyzed arene C-H borylations (CHB) of anilines can be highly ortho selective by using a small B