McClain, Edward J. published the artcileDesign and implementation of a catalytic electron donor-acceptor complex platform for radical trifluoromethylation and alkylation, Synthetic Route of 93-04-9, the publication is ACS Catalysis (2020), 10(21), 12636-12641, database is CAplus.
Electron donor-acceptor (EDA) complexes can controllably generate radicals under mild conditions through selective photoexcitation events. However, unproductive reactivity from fast deactivation of the photoexcited complexes through back electron transfer has slowed the development of EDA complexes in synthetic methodol. Here, we disclose the study of EDA complexes derived from 2-methoxynaphthalene donor and acylated Et isonicotinate N-oxide acceptor that undergo a fast N-O bond fragmentation event upon photoexcitation. This reaction design not only overcomes the limitations of back electron transfer but also enables regeneration of the donor species, representing a rare example of EDA photochem. in a catalytic regime. The synthetic utility is demonstrated through visible light-driven radical trifluoromethylation and Minisci alkylation reactions. The scalability of the EDA complex-promoted reaction is evidenced by the successful multigram-scale trifluoromethylation of Me N-Boc pyrrole-2-carboxylate in a continuous flow manifold.
ACS Catalysis published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C11H10O, Synthetic Route of 93-04-9.
Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem