Synthesis of 1,2,3,6-Tetrahydropyridines via Aminophosphate Enabled Anionic Cascade and Acid Catalyzed Cyclization Approaches

Pradipta Das, Jon T Njardarson

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

Two new approaches for forming 1,2,3,6-tetrahydropyridines are reported. Both reactions employ a strategic phosphate substituent on the nitrogen atom. In the presence of an additional phosphate substituent (X = P = O(OEt)<inf>2</inf>) an anionic cascade can by triggered upon treatment with base. Alternatively, when X = H the same 1,2,3,6-tetrahydropyridine product can be accessed via an acid catalyzed cyclization.

Original languageEnglish (US)
Pages (from-to)4030-4033
Number of pages4
JournalOrganic Letters
Volume17
Issue number16
DOIs
StatePublished - Aug 13 2015

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Cyclization
phosphates
cascades
Phosphates
acids
Acids
synthesis
nitrogen atoms
Nitrogen
Atoms
products

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Synthesis of 1,2,3,6-Tetrahydropyridines via Aminophosphate Enabled Anionic Cascade and Acid Catalyzed Cyclization Approaches. / Das, Pradipta; Njardarson, Jon T.

In: Organic Letters, Vol. 17, No. 16, 13.08.2015, p. 4030-4033.

Research output: Contribution to journalArticle

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