Direct Access to Dihydrobenzoimidazo[2,1-a]isoquinolines through Ruthenium-catalyzed Formal [4+2] Annulation

Sandip Dhole, Chung-Ming Sun*

*Corresponding author for this work

Research output: Contribution to journalArticle

3 Scopus citations

Abstract

A facile and straightforward synthesis of benzoimidazo[2,1-a]isoquinolines through Ru(II)-catalyzed [4+2] annulation reaction of 2-aryl benzimidazole and styrene has been explored. Tentative mechanistic studies imply the current reaction involves sequential C−C/C−N bond formation through the ortho C−H activation of 2-aryl benzimidazole followed by C−N reductive elimination. This newly developed strategy is widely applicable and tolerates various 2-arylbenzimidazole and vinyl derivatives, and allows the attractive vehicle for direct construction of diverse C6-substituated benzoimidazoisoquinoline scaffold in good yields. (Figure presented.).

Original languageEnglish
Pages (from-to)535-541
Number of pages7
JournalAdvanced Synthesis and Catalysis
Volume361
Issue number3
DOIs
StatePublished - 1 Feb 2019

Keywords

  • 2-aryl benzimidazole
  • Benzoimidazo[2,1-a]isoquinolines Ruthenium
  • Styrene
  • [4+2] annulation

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