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Heteroring‐Annulated Pyrrolino‐Tetrahydroberberine Analogues
Author(s) -
Mari Giacomo,
Crescentini Lucia De,
Favi Gianfranco,
Lombardi Paolo,
Fiorillo Gaetano,
Giorgi Gianluca,
Mantellini Fabio
Publication year - 2017
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201700051
Subject(s) - chemistry , iminium , enamine , moiety , combinatorial chemistry , cascade , stereochemistry , organic chemistry , ion , catalysis , chromatography
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.