methyl 4-(4-bromo-2-nitrophenyl)tetrahydro-2H-pyran-4-carboxylate → 6-Bromo-1,2-dihydrospiro[indole-3,4'-oxane]-2-one

Participants

Reaction Conditions

Reaction Steps

Prepared according to procedure J using methyl 4-(4-bromo-2-nitrophenyl)tetrahydro-2H-pyran-4-carboxylate (6.67 g, 19.4 mmol), AcOH (97 mL) and Fe powder (5.42 g, 96.97 mmol) and heating the mixture at 100° C. for 2 h. After purification 6-bromo-2′,3′,5′,6′-tetrahydrospiro[indoline-3,4′-pyran]-2-one was obtained as an orange solid. Mass Spectrum (ESI) m/e=282 [(M+1) (79Br)] and 284 [(M+1) (81Br)].

Provenance & Evidence