Synthesis of isoquinoline derivatives through rhodium(III)-catalyzed reactions of benzylamines with non-terminal alkynes

Dong Su Kim, Jung Woo Park, Chul Ho Jun

Research output: Contribution to journalArticle

44 Citations (Scopus)

Abstract

A new rhodium(III)-catalyzed N-annulation reaction of benzylamines with internal alkynes has been developed. Observations made during these efforts suggest that the mechanistic pathway followed in this process involves direct participation of benzylamines without their preliminary oxidative dehydrogenation. Moreover, N-annulation reactions of primary benzylamines result in the formation of mixtures of isoquinolines and 8-vinylisoquinolines. Finally, secondary and tertiary benzylamines undergo rhodium(III)-catalyzed N-annulation reactions to generate the respective isoquinolinium and hydroisoquinolinium salt products.

Original languageEnglish
Pages (from-to)2667-2679
Number of pages13
JournalAdvanced Synthesis and Catalysis
Volume355
Issue number13
DOIs
Publication statusPublished - 2013 Sep 16

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

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