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A New Access to 4 H ‐Quinolizines from 2‐Vinylpyridine and Alkynes Promoted by Rhodium–N‐Heterocyclic‐Carbene Catalysts
Author(s) -
Azpíroz Ramón,
Di Giuseppe Andrea,
Castarlenas Ricardo,
PérezTorrente Jesús J.,
Oro Luis A.
Publication year - 2013
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201300236
Subject(s) - carbene , rhodium , catalysis , chemistry , medicinal chemistry , polymer chemistry , organic chemistry
Forging the lock that autolocks! RhNHC catalysts promote a new access to 4 H ‐quinolizine species from 2‐vinylpyridine and terminal and internal alkynes through CH activation and CC coupling reactions (see figure). N‐Bridgehead heterocycle formation is favored for internal‐ over terminal‐substituted butadienylpyridine derivatives in a thermal 6π‐electrocyclization process.