66265-99-4Relevant articles and documents
Organic photocatalysis for the radical couplings of boronic acid derivatives in batch and flow
Lima, Fabio,Grunenberg, Lars,Rahman, Husaini B. A.,Labes, Ricardo,Sedelmeier, Joerg,Ley, Steven V.
, p. 5606 - 5609 (2018)
We report an acridium-based organic photocatalyst as an efficient replacement for iridium-based photocatalysts to oxidise boronic acid derivatives by a single electron process. Furthermore, we applied the developed catalytic system to the synthesis of four active pharmaceutical ingredients (APIs). A straightforward scale up approach using continuous flow photoreactors is also reported affording gram an hour throughput.
Continuous UV-Flow Microsystem for Efficient Radical Generation from Organotrifluoroborates by Photoredox Catalysis
El Achi, Nassim,Penhoat, Ma?l,Bakkour, Youssef,Rolando, Christian,Chausset-Boissarie, La?titia
supporting information, p. 4284 - 4288 (2016/09/13)
An efficient continuous-flow protocol for C–O and C–C bond formation from organoborates by photoredox catalysis under UV irradiation was explored. The combination of a cyclometalated iridium photocatalyst, high-power UV light-emitting diode irradiation, and microreactor technology resulted in very efficient radical generation. The flow device enabled determination of highly accurate kinetic data that allowed the observation of good correlations with the standard Hammett σ (–0.26 to 0.227) values for a wide variety of substituents on the benzyl moiety (? = –4.70, R2= 0.98). Good to excellent yields were obtained for a variety of substrates by applying significantly short residence times.
Iron-catalyzed arene alkylation reactions with unactivated secondary alcohols
Jefferies, Latisha R.,Cook, Silas P.
, p. 2026 - 2029 (2014/05/06)
A simple, iron-based catalytic system allows for the inter- and intramolecular arylation of unactivated secondary alcohols. This transformation expands the substrate scope beyond the previously required activated alcohols and proceeds under mild reaction conditions, tolerating air and moisture. Furthermore, the use of an enantioenriched secondary alcohol provides an enantioenriched product for the intramolecular reaction, thereby offering a convenient approach to nonracemic products.