A new cascade radical reaction for the synthesis of biaryls and triaryls from benzyl iodoaryl ethers

Visible‐Light Induced C(sp2)−H Amidation with an Aryl–Alkyl σ‐Bond Relocation via Redox‐Neutral Radical–Polar Crossover

“…For example, the migratory aptitude of spirocyclohexadienyl radical ( C ) was elegantly demonstrated by Studer, [5] Zhu, [6] Nevado, [7] and others [8] to furnish remotely functionalized compounds G . Furthermore, this migratory radical translocation was also shown to be feasible for a cascade ortho ‐substitution ( F to H ), however, with unsatisfactory selectivity presumably due to the reversible nature of the radical addition process [4d, 5c, 9] …”

Synthesis of carbo- and heterobiaryls by intermolecular radical addition of aryl bromides onto aromatic solvents

“…Intramolecular radical additions, of aryl radicals to benzene 5 or heterocyclic rings, 6 under reductive conditions, followed by rearomatisation, have been reported. In this context, intramolecular arylations, by ipso substitution of suitable sulfonyl, 7 phosphinate, 8 silyl 9 or benzylic ether 10 derivatives, also under reductive conditions, have been widely reported for the preparation of both biaryls and arylheterocyclic derivatives. On the other hand, the intermolecular version of the radical arylation has been scarcely explored.…”

The study of metal-free and palladium-catalysed synthesis of benzochromenes via direct C–H arylation using unactivated aryl benzyl ethers derived from essential oils as raw materials

“…13 This study proposed the formation of aryl radicals, which can be added to benzene derivatives through what is known as the homolytic aromatic substitution (HAS) reaction. 14 However, the formation and handling of these aryl radicals species were extremely difficult until the use of mild and accessible potassium tert-butoxide (t-BuOK) that promoted the single electron transfer (SET) reaction with aryl halides to give aryl radicals.…”