Organophotoelectrochemical silylation cyclization for the synthesis of silylated 3-CF₃-2-oxindoles

Abstract

An organophotoelectrochemical approach for the silylation cyclization of CF3-substituted N-arylacrylamides with organosilanes has been developed. This photoelectrochemical method uses 9,10-phenanthrenequinone (PQ) as both a catalyst and a hydrogen atom transfer...

Synergistic Photoredox and Electrochemical Catalysis in Organic Synthesis and Late‐Stage Functionalizations

“…This strategy stands as an environmentally friendly and potent pathway for the efficient synthesis of silylated 3-CF 3 -2-oxindoles within a mild and straightforward setting (Figure 9, III). [40] Moreover, Wickens recently documented a catalytic system capable of effectively involving aryl chlorides with reduction potentials extending hundreds of millivolts beyond the potential of Na 0 in productive radical coupling reactions. Through the addition of NpMI (E red =-1.3 V) as the electro-mediated photoredox catalyst, the aryl radicals generated by this approach can be harnessed for both carbon-carbon and carbon-heteroatom bond-forming reactions.…”

“…In 2021, Wang and co-workers presented an iron-catalyzed protocol for the photoelectrochemical decarboxylative CÀ H alkylation of quinoxalin-2(1H)-ones, demonstrating notable reactivity and selectivity (40). This innovative approach involves the utilization of a catalytic amount of Fe(NH 4 ) 2 (SO 4 ) 2 to facilitate decarboxylation through ligand-to-metal charge transfer.…”

Structural Design and Preparation Process Research of Stacked MEMS Gas Sensors for Volatile Organic Compound Gases

“…Carbon nanotubes were used as dopants and doped in porphyrin zinc materials. The thermal stability of porphyrin materials is analyzed and differential thermal gravimetric tests are performed using a ZCT-B differential thermal gravimetric analyzer [21].…”

Silylation and (Hetero)aryl/alkenylation of Unactivated Alkenes via Radical-Mediated Distal 1,4-Migration with Hydrosilanes under Organophotocatalysis

“…In addition, photoredox hydrosilylation of alkenes with hydrosilanes could also afford useful organosilicon compounds (Scheme c). , Although intensive efforts in this research field have been made, the current strategy is often limited to hydrosilylation of an alkene for the construction of one carbon–silicon bond. There are few reports for the simultaneous incorporation of carbon–silicon and carbon–carbon bonds to alkenes, which could increase diversity and complexity of organosilicon compounds bearing multiple functional groups . In this context, radical-mediated functional group migration as a powerful tool has been applied in difunctionalization of unactivated alkenes for construction of carbon–silicon and carbon–carbon bonds, which is difficult to obtain through common connectivity.…”