ABSTRACT
Correction for 'Visible light-assisted Ni-/Ir-catalysed atom-economic synthesis of spiro[furan-3,1'-indene] derivatives' by Babasaheb Sopan Gore et al., Chem. Commun., 2022, 58, 4087-4090, https://doi.org/10.1039/D2CC00717G.
ABSTRACT
An atom-economic, efficient, and highly convenient construction of spiro[furan-3,1'-indene] skeletons from isocyanides and 1,5-enynes by synergistic nickel- and iridium-photocatalysis is reported. Spirocyclization was developed under practical and mild conditions, which features excellent functional group tolerance, gram-scale synthesis and representative synthetic transformations for the obtained products and broad substrate scope. Primary mechanistic studies demonstrated that the reaction proceeds through energy-transfer-mediated excitation of intermediate catalytic species.
Subject(s)
Indenes , Iridium , Catalysis , Furans , LightABSTRACT
A general protocol for the synthesis of multisubstituted 2,3-dihydrofuran-2-carbonitriles and 4,5-dihydrofuran-3-carbonitriles was demonstrated under a metal-free regime with the same oxidant, TBHP. By simply switching the reaction solvent and base, the reaction proceeds via two pathways. An unexpected -CN group migration rearrangement and hydroxylation have occurred in nonpolar and polar solvents, respectively, under the reported conditions. Furthermore, the source of the hydroxyl group and hydrogen in the reaction is indirectly confirmed with isotope labeling studies.
