Cobalt-Catalyzed Regioselective [4+2] Annulation/Lactonization of Benzamides with 4-Hydroxy-2-Alkynoates under Aerobic Conditions

Nachimuthu Muniraj, Anil Kumar, Kandikere Ramaiah Prabhu

Research output: Contribution to journalArticlepeer-review

23 Scopus citations

Abstract

A cobalt-catalyzed regioselective [4+2] annulation/lactonization reaction of benzamides with 4-hydroxy-2-alkynoates is reported. This reaction utilizes air as an oxidant rather than metal salts. The method is operationally simple, mild, and sustainable. This protocol exhibits a broad substrate scope and compatible with a variety of functional groups furnishing the corresponding 1,4-dihydrofuro[3,4-c]isoquinoline-3,5-dione derivatives in good to excellent yields with high regioselectivity. (Figure presented.).

Original languageEnglish (US)
Pages (from-to)152-159
Number of pages8
JournalAdvanced Synthesis and Catalysis
Volume362
Issue number1
DOIs
StatePublished - Jan 7 2020
Externally publishedYes

Keywords

  • C−H activation
  • [4+2] annulation
  • aerobic condition
  • cobalt
  • lactonization
  • regioselective

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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