Iodoarene-directed photoredox β-C(sp³)–H arylation of 1-(o-iodoaryl)alkan-1-ones with cyanoarenes via halogen atom transfer and hydrogen atom transfer

Abstract

Site selective functionalization of inert remote C(sp3)-H bonds to increase molecular complexity offers vital potential for chemical synthesis and new drug development, thus attracting ongoing research interest. In particular, typical...

Photochemical Divergent Ring-Closing Metathesis of 1,7-Enynes: Efficient Synthesis of Spirocyclic Quinolin-2-ones

“…The emerging photochemical synthesis is widely employed in organic synthesis due to its excellent catalytic activity, mild conditions, simple operation, and high reactivity of radical intermediates . Tertiary amines tend to generate α-amine radicals under visible light catalysis. , Therefore, the addition of α-amino radicals to the double bond of enynes usually affords the alkenyl radicals, followed by intramolecular 1,5-hydrogen atom transfer (HAT) to regenerate a new α-amino radical, which induces β-scission, thus allowing for the deconstruction of the olefin. Recently, the Cu(I)-photosensitizer-catalyzed radical metathesis/demethylenative cyclization of 1,7-enynes was disclosed by Liu et al (Scheme b), and the reaction exhibited a catalyst-controlled chemodivergent manner by different Cu(I)-photosensitizer choices .…”