From N-benzoylpyridinium imides to pyrazolo[1,5-a]pyridines: a mechanistic discussion on a stoichiometric Cu protocol.

TitleFrom N-benzoylpyridinium imides to pyrazolo[1,5-a]pyridines: a mechanistic discussion on a stoichiometric Cu protocol.
Publication TypeJournal Article
Year of Publication2013
AuthorsLing L, Chen J, Song J, Zhang Y, Li X, Song L, Shi F, Li Y, Wu C
JournalOrganic & biomolecular chemistry
Volume11
Issue23
Pagination3894-902
Date Published2013 Jun 21
Abstract

A Cu-mediated preparation of 2-substitiuted pyrazolo[1,5-a]pyridines from N-benzoylpyridinium imides and terminal alkynes is described using stoichiometric Cu(OAc)2 as both the mediator and the oxidant. Extensive DFT calculations suggest a Cu(III) intermediate via disproportionation of Cu(II).

DOI10.1105/tpc.113.113175
Alternate JournalOrg. Biomol. Chem.