Exploiting the divalent nature of isonitriles: A novel Pictet-Spengler amidination process

Federico Medda, Christopher Hulme

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

An isocyanide-based multicomponent reaction (IMCR) utilized for the rapid assembly of novel, biologically relevant dihydropyrrolo[1,2-a]quinoxalines- amidines is herein presented. Starting from 1-(2-aminophenyl)pyrroles, aldehydes, and isonitriles, the target heterocyclic scaffold is assembled in a one-pot, operationally friendly process. With three points of diversity and formation of three chemical bonds in one step, this strategy proves to be very general. Novel, mild methodology for the generation of amidines from secondary amine anilines and isonitriles is also introduced.

Original languageEnglish (US)
Pages (from-to)3328-3331
Number of pages4
JournalTetrahedron Letters
Volume55
Issue number22
DOIs
StatePublished - May 28 2014

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Amidines
Aniline Compounds
Quinoxalines
Pyrroles
Chemical bonds
Cyanides
Aldehydes
Scaffolds
Amines

Keywords

  • Amidine
  • Isonitrile
  • Multicomponent reaction
  • Pictet-Spengler

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Exploiting the divalent nature of isonitriles : A novel Pictet-Spengler amidination process. / Medda, Federico; Hulme, Christopher.

In: Tetrahedron Letters, Vol. 55, No. 22, 28.05.2014, p. 3328-3331.

Research output: Contribution to journalArticle

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