A facile method for the synthesis of pyrrolino-tetrahydroberberine derivatives starting from 1,2-diaza-1,3-dienes and dihydroberberines is reported. The synthesis is a cascade reaction involving a Michael-type addition of the enamine moiety of dihydroberberine to an azo-ene system, followed by nitrogen cyclization on the resulting iminium ion.
Mari, G., Crescentini, L.D., Favi, G., Lombardi, P., Fiorillo, G., Giorgi, G., et al. (2017). Heteroring-annulated pyrrolino-tetrahydroberberine analogues. ASIAN JOURNAL OF ORGANIC CHEMISTRY, 6(6), 720-727 [10.1002/ajoc.201700051].
Heteroring-annulated pyrrolino-tetrahydroberberine analogues
Giorgi, Gianluca;
2017-01-01
Abstract
A facile method for the synthesis of pyrrolino-tetrahydroberberine derivatives starting from 1,2-diaza-1,3-dienes and dihydroberberines is reported. The synthesis is a cascade reaction involving a Michael-type addition of the enamine moiety of dihydroberberine to an azo-ene system, followed by nitrogen cyclization on the resulting iminium ion.
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https://hdl.handle.net/11365/1030445