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Synthesis of a Benzannulated Pyrrolizidine by a Copper‐Catalyzed Intramolecular α ‐Arylation Reaction
Author(s) -
Magalhaes Araujo Flavia,
Martins Ventura Wellington,
Guy Taylor Jason
Publication year - 2014
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201300313
Subject(s) - chemistry , pyrrolizidine , intramolecular force , ring (chemistry) , indole test , catalysis , intramolecular reaction , stereochemistry , copper , michael reaction , medicinal chemistry , combinatorial chemistry , organic chemistry
A synthetic route to the pyrrolo[1,2‐ a ]indole ring system (benzannulated pyrrolizidine) involving a base‐induced intramolecular aza‐ Michael reaction as the key CN bond‐forming penultimate step, followed by a Cu‐catalyzed intramolecular α ‐arylation reaction, to provide the tricyclic framework over six steps is described.