Synthesis of 2-substituted-2,3- dihydro-1,4-dioxino[2,3-b]pyridine derivatives

M Soukri; S Lazar; M Akssira; G Guillaumet

doi:10.1021/ol005761l

Synthesis of 2-substituted-2,3- dihydro-1,4-dioxino[2,3-b]pyridine derivatives

Org Lett. 2000 Jun 1;2(11):1557-60. doi: 10.1021/ol005761l.

Authors

M Soukri¹, S Lazar, M Akssira, G Guillaumet

Affiliation

¹ Institut de Chimie Organique et Analytique associé au CNRS, Université d'Orléans, BP 6759, 45067 Orléans Cedex 2, France.

PMID: 10841478
DOI: 10.1021/ol005761l

Abstract

[reaction--see text] A variety of 2-substituted-2,3-dihydro-1,4-dioxino[2,3-b]pyridines B have been synthesized from the readily available 2-nitro-3-oxiranylmethoxypyridine 1 via a Smiles rearrangement. We demonstrate how variations of reaction conditions affect the product distribution of A and B.

MeSH terms

Dioxins / chemical synthesis*
Dioxins / chemistry
Drug Design
Magnetic Resonance Spectroscopy
Pyridines / chemical synthesis*
Pyridines / chemistry

Substances

Dioxins
Pyridines