Co(OAc)2-Catalyzed Trifluoromethylation and C(3)-Selective Arylation of 2-(Propargylamino)pyridines via a 6-Endo-Dig Cyclization

Jianjun Li, Yifan Lei, Yang Yu, Cong Qin, Yiwei Fu, Hao Li, Wei Wang

Research output: Contribution to journalArticlepeer-review

22 Scopus citations

Abstract

A Co(OAc)2-catalyzed trifluoromethylation and subsequent C(3)-selective arylation of 2-(propargylamino)pyridines has been developed. A new 6-endo-dig cyclization involving an unprecedented C(3) selective arylation of the pyridines instead of a commonly observed 5-exo-dig cyclization with "N" is realized. Moreover, the study presents the first case of the installation of a trifluoromethyl group into electron-deficient azaarenes. The process delivers an efficient cascade approach to new trifluoromethylated 1,8-naphthyridine structures with a broad substrate scope.

Original languageEnglish (US)
Pages (from-to)6052-6055
Number of pages4
JournalOrganic Letters
Volume19
Issue number22
DOIs
StatePublished - Nov 17 2017
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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