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

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 ?,?-unsaturated ketoximes. The use of electron-deficient phosphite ligands is important to suppress dimerization of the terminal alkynes to enynes.

SUBMITTER: Martin RM

PROVIDER: S-EPMC3292635 | biostudies-literature | 2012 Mar

REPOSITORIES: biostudies-literature

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

Martin Rhia M RM Bergman Robert G RG Ellman Jonathan A JA

The Journal of organic chemistry 20120214 5

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. ...[more]

PMID: 22332639

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