One-pot three-component coupling access to 1,2-dihydropyrrolo[1,2-a]pyrazine-1-phosphonates: multi-functionalization of a pyrazine unit

Jeong Hwa Lee, Seok Hyun Yoon, Seonghyeon Nam, Ikyon Kim

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)

Abstract

A new pyrrolo[1,2-a]pyrazine chemical space with a poly-substituted pyrazine unit was readily accessed by Sc(OTf)3-catalyzed one-pot three-component coupling of a pyrrole derivative, amine, and trialkylphosphite under environment-friendly conditions. The formation of multiple bonds (two C-N and one C-P)viaa domino process consisting of the chemoselective Kabachnik-Fields reaction and intramolecular cyclodehydration allowed for the construction of highly functionalized pyrazines.

Original languageEnglish
Pages (from-to)6066-6084
Number of pages19
JournalOrganic and Biomolecular Chemistry
Volume19
Issue number27
DOIs
Publication statusPublished - 2021 Jul 21

Bibliographical note

Publisher Copyright:
© The Royal Society of Chemistry 2021.

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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