BF2-Chelates of N-Acylhydrazones as Versatile Coupling Partners in Photoredox Promoted Reactions

Five-membered difluoroboryl chelate complexes are competent substrates for radical reactions with various radical precursors including potassium trifluoroborates, bis(catecholato)siliconates, 4-alkyl-substituted Hantzsch esters, dihydroquinazolinones, esters of N-hydroxyphthalimide, Katritzky salts, alkyl iodides and thiols. Using these reagents, primary, secondary, and tertiary radicals can be generated under oxidative or reductive conditions and add at the C=N bond of the difluoroboryl chelates leading to hydrazide products.

Automated summary

Five-membered difluoroboryl chelate complexes can undergo radical reactions with various radical precursors leading to the formation of hydrazide products. These reactions involve oxidative or reductive conditions and can generate primary, secondary, and tertiary radicals.