Preparation of spiro[indole-3,5'-isoxazoles] via Grignard conjugate addition/spirocyclization sequence.
Alexander V AksenovDmitrii A AksenovNicolai A AksenovAnton A SkomorokhovElena V AleksandrovaMichael RubinPublished in: RSC advances (2021)
A highly efficient one-pot procedure combining conjugate addition of Grignard reagents to (2-nitroalkenyl)indoles and sub-sequent Brønsted acid-assisted spirocyclization allowed for preparation of 4' H -spiro[indole-3,5'-isoxazoles] in a diastereomerically selective fashion. Utilization of alkyl Grignard reagents provided an easy access to 4'-alkylsubstituted derivatives hardly available by other means.