Organocatalytic approach for C(sp3)-H bond arylation, alkylation, and amidation of isochromans under facile conditions

Article abstract of DOI:10.1021/ol5006399

A new catalytic approach for the synthesis of isochroman derivatives via direct C(sp³)-H bond arylation is described. The oxidation reaction with [bis(trifluoroacetoxy)iodo]benzene facilitates the regeneration of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone in the C(sp³)-H bond arylation of isochroman. The reaction conditions can also be used for alkyl Grignard reagents and amides to afford the corresponding isochroman derivatives.