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A convenient synthesis of linear pyridinoimidazo[1,2-a] pyridine and pyrroloimidazo[1,2-a] pyridine cores

Andaloussi, Mounir (author)
Uppsala universitet,Institutionen för läkemedelskemi
Moreau, Emmanuel (author)
Chavignon, Olivier (author)
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Teulade, Jean C. (author)
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 (creator_code:org_t)
Elsevier BV, 2007
2007
English.
In: Tetrahedron Letters. - : Elsevier BV. - 0040-4039 .- 1359-8562. ; 48:47, s. 8392-8395
  • Journal article (peer-reviewed)
Abstract Subject headings
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  • Two new imidazo[1,2-a] pyridine derivatives, pyridinoimidazo[1,2-a] pyridine (10) and pyrroloimidazo[1,2-a] pyridine (16), were synthesised from 2-amino-4-methyl-5-nitropyridine (1) by linear cyclisation, making use of dimethylformamide dimethylacetal (DMFDMA) as an agent of vinylamine functionalisation. This report describes first the formation of pyridine and pyrroloimidazopyridine from (1), and then the formation of pyridine-fused and pyrrolo-fused pyridine by the Friedlander method and reductive cyclisation followed by treatment of the resulting adduct with chloroacetaldehyde.

Subject headings

MEDICIN OCH HÄLSOVETENSKAP  -- Medicinska och farmaceutiska grundvetenskaper -- Farmaceutiska vetenskaper (hsv//swe)
MEDICAL AND HEALTH SCIENCES  -- Basic Medicine -- Pharmaceutical Sciences (hsv//eng)

Keyword

Friedländer reaction
Reductive cyclisation
DMFDMA
Pyridinoimidazo[1
2-a]pyridine
Pyrroloimidazo[1
2-a]pyridine
PHARMACY
FARMACI

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Andaloussi, Moun ...
Moreau, Emmanuel
Chavignon, Olivi ...
Teulade, Jean C.
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MEDICAL AND HEALTH SCIENCES
MEDICAL AND HEAL ...
and Basic Medicine
and Pharmaceutical S ...
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Tetrahedron Lett ...
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Uppsala University

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