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Synthesis of Functionalized Quinolizines and Homoquinolizines from N ‐Alkynylaminocarbene Complexes of Chromium Intramolecular C–H Activation
Author(s) -
Rudler Henri,
Parlier Andrée,
BezennineLafollée Sophie,
Vaissermann Jacqueline
Publication year - 1999
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199911)1999:11<2825::aid-ejoc2825>3.0.co;2-v
Subject(s) - chemistry , intramolecular force , chromium , stereochemistry , medicinal chemistry , organic chemistry
N ‐alkynyl aminocarbene complexes 15d and e derived from piperidin‐2‐one, 15f and g and from azepan‐2‐one yield, upon thermolysis, functionalized quinolizines 16 – 18d , e and homoquinolizines 16–18f , g as the result of a triple‐bond insertion, a carbon–hydrogen bond activation, followed by a CO insertion. No reaction was observed in the case of complexes derived from pyrrolidin‐2‐one.