A novel route for a tandem addition and oxidation reaction featuring mild reaction conditions and good functional group tolerance has been developed, providing a direct approach for the preparation of 2,2-disubstituted benzofuran-3(2H)-ones.
The gram-scale synthesis of benzofuranyl acetic acid via a Willgerodt–Kindler rearrangement is presented. Additionally, the antifungal activity against Fusarium oxysporum was tested for ten different benzofuranyl acetic acid amides.
The first intramolecular doubly vinylogous Michael addition (DVMA) has been revealed for the construction of 2-alkenyl benzofuran and 2-alkenyl indole derivatives.
A facile one-pot synthesis of oxygen- and nitrogen-containing benzoheterocycles has been achieved through [4 + 1] annulation of para-quinone methides, followed by an oxidation/elimination sequence.
A styrylogous aldol condensation has been introduced, constructing 2-styryl-benzofurans in high yields. The method's application has been demonstrated in the efficient syntheses of biologically active aminostyryl-benzofurans in good overall yields.