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Formal Fusion of a Pyrrole Ring onto 2‐Pyridyl and 2‐Pyrimidyl Cations: One‐Step Gas‐Phase Synthesis of Indolizine and Its Derivatives
Author(s) -
Sparrapan Regina,
Mendes Maria Anita,
Carvalho Marcia,
Eberlin Marcos N.
Publication year - 2000
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/(sici)1521-3765(20000117)6:2<321::aid-chem321>3.0.co;2-d
Subject(s) - indolizine , chemistry , annulation , pyridine , ring (chemistry) , cycloaddition , pyrrole , bicyclic molecule , photochemistry , computational chemistry , medicinal chemistry , organic chemistry , catalysis
Gaseous 2‐pyridyl and 2‐pyrimidyl cations react promptly with 1,3‐dienes by annulation to produce a new pyrrole ring. ortho ‐Hetarynium ions and 1,3‐dienes thus provide the two building blocks for the efficient gas‐phase synthesis of ionized indolizines and their derivatives (see scheme).