A practical two-step synthesis of imidazo[1,2-a]pyridines from N-(prop-2-yn-1-yl)pyridin-2-amines.

نویسندگان

  • David Sucunza
  • Abdelouahid Samadi
  • Mourad Chioua
  • Daniel B Silva
  • Cristina Yunta
  • Lourdes Infantes
  • M Carmo Carreiras
  • Elena Soriano
  • José Marco-Contelles
چکیده

The Sandmeyer reaction of differently C-2 substituted N-(prop-2-yn-1-ylamino)pyridines is an efficient, mild, new and practical method for the stereospecific synthesis of (E)-exo-halomethylene bicyclic pyridones bearing the imidazo[1,2-a]pyridine heterocyclic ring system.

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منابع مشابه

Design and One-Pot Synthesis of (1H, 3H) Imidazo[4,5-b] Pyridines: Novel Therapeutic Agents Against M. Tuberculosis

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SYNTHESIS, DOCKING STUDIES AND BIOLOGICAL EVALUATION OF SOME NEWLY SUBSTITUTED-5-(2 - METHYL IMIDAZO [1,2-a] PYRIDIN-3 -YL) -2,5 - DIHYDRO -1,3,4 - THIADIAZOL-2-AMINES

Objective: To synthesize and study the docking pattern and Anti inflammatory activities of some new analogues of Imidazo [1, 2-a] pyridines. Methods: A scheme involving the synthesis of a modern series of ten substituted 5-(2-Methyl imidazo [1, 2-a] pyridine-3yl) -2, 5 -dihydro -1, 3, 4thiadiazol-2-amines (6aj) using 2-amino pyridine 1 as the starting material, through an order of four reaction...

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1-(2-Methyl­imidazo[1,2-a]pyridin-3-yl)-3,3-bis­(methyl­sulfan­yl)prop-2-enone monohydrate

The title compound, C(13)H(14)N(2)OS(2)·H(2)O, appears in the form of bimolecular aggregate in which mol-ecular components are linked by O-H⋯N hydrogen bonding. The nine-membered imidazo[1,2-a]pyridine system is almost planar, with a mean deviation of 0.026 (1) Å. An intra-molecular C-H⋯O hydrogen bond forms within the imidazo[1,2-a]pyridine system. The crystal packing is consolidated by O-H⋯O ...

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A One Pot Synthesis of Novel Bioactive Tri-Substitute-Condensed-Imidazopyridines that Targets Snake Venom Phospholipase A2

Drugs such as necopidem, saripidem, alpidem, zolpidem, and olprinone contain nitrogen-containing bicyclic, condensed-imidazo[1,2-α]pyridines as bioactive scaffolds. In this work, we report a high-yield one pot synthesis of 1-(2-methyl-8-aryl-substitued-imidazo[1,2-α]pyridin-3-yl)ethan-1-onefor the first-time. Subsequently, we performed in silico mode-of-action analysis and predicted that the sy...

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Unexpected one pot pseudo four-component reaction for the synthesis of (10E)-N-benzylidene-2-phenylH-imidazo [1,2-a]pyridin-3-amine derivatives under solvent-free conditions

This work described an efficient Pseudo four-component synthesis of (10E)-N-benzylidene-2-phenylH-imidazo[1,2-a]pyridin-3-amine derivatives from 2-aminopyridin, malononitrile and arylaldehydes in the presence of NaOH under solvent-free and conventional heating condition in good to excellent yields. A wide range of aromatic aldehydes would easily undergo condensations with 2-aminopyridin and mal...

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عنوان ژورنال:
  • Chemical communications

دوره 47 17  شماره 

صفحات  -

تاریخ انتشار 2011