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.File in questo prodotto:
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