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Synthesis of dihydropyridines and pyridines from imines and alkynes via C-H activation

Authors :
Colby, Denise A.
Bergman, Robert C.
Ellman, Jonathan A.
Source :
Journal of the American Chemical Society. March 19, 2008, Vol. 130 Issue 11, 3645-3651
Publication Year :
2008

Abstract

A convenient one-pot C-H alkenylation/electrocyclization/aromatization sequence is developed for the synthesis of highly substituted pyridine derivatives from alkynes and [alpha],[beta]-unsaturated N-benzyl aldimines and ketimines that has proceeded through dihydropyridine intermediates. The Copasi software is used for determining rate constants for the transformation, which has implicated facile C-H oxidative addition and slow reductive elimination steps.

Details

Language :
English
ISSN :
00027863
Volume :
130
Issue :
11
Database :
Gale General OneFile
Journal :
Journal of the American Chemical Society
Publication Type :
Academic Journal
Accession number :
edsgcl.177929736