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J Org Chem. 2012 Mar 2;77(5):2501-7. doi: 10.1021/jo202280e. Epub 2012 Feb 14.

Synthesis of pyridines from ketoximes and terminal alkynes via C-H bond functionalization.

Author information

1
Department of Chemistry, Yale University, New Haven, Connecticut 06520, USA.

Abstract

An expedient one-pot rhodium catalyzed C-H bond functionalization/electrocyclization/dehydration procedure has been developed for the synthesis of highly substituted pyridine derivatives from terminal alkynes and α,β-unsaturated ketoximes. The use of electron-deficient phosphite ligands is important to suppress dimerization of the terminal alkynes to enynes.

PMID:
22332639
PMCID:
PMC3292635
DOI:
10.1021/jo202280e
[Indexed for MEDLINE]
Free PMC Article

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