Basic alumina is found to promote the conjugate addition of indoles to nitroalkenes in solventless conditions at 60° C. Nitroalkenes can be replaced by nitro alcohols that are converted into nitroolefins under the reaction conditions. Alternatively, a tandem nitroaldol-dehydration allows the utilization of nitroalkanes and aldehydes as remote precursors of reactive nitroalkenes in a one – pot synthesis of 3-substituted indoles.

Conjugate addition of indoles to nitroalkenes promoted by basic alumina in solventless conditions

BALLINI, Roberto;PALMIERI, Alessandro;PETRINI, Marino
2006-01-01

Abstract

Basic alumina is found to promote the conjugate addition of indoles to nitroalkenes in solventless conditions at 60° C. Nitroalkenes can be replaced by nitro alcohols that are converted into nitroolefins under the reaction conditions. Alternatively, a tandem nitroaldol-dehydration allows the utilization of nitroalkanes and aldehydes as remote precursors of reactive nitroalkenes in a one – pot synthesis of 3-substituted indoles.
2006
262
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11581/113279
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