Radical-mediated cyclization reaction — Regioselective synthesis of pyrimidine- and coumarin-annulated [6,6]-fused oxygen heterocycles.

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    • Subject Terms:
      RING formation (Chemistry); CHEMICAL reactions; PYRIMIDINES; COUMARINS; OXYGEN; HETEROCYCLIC compounds
    • Abstract:
      The n-Bu3SnH-AIBN mediated aryl radical cyclization of various 8-[(2-bromophenoxy)methyl]-1,3-dimethyl-2,3,4,6-tetrahydro-1H-pyrano[3,2-d]pyrimidine-2,4-diones and 1-[(2-bromophenoxy)methyl]-3,5-dihydropyrano[2,3-c]coumarins was investigated with the formation of [6,6]-fused oxygen heterocycles as a single regioisomer.Key words:n-Bu3SnH-AIBN, aryl radical cyclization, 6-endo-trig, oxygen heterocycles, coumarin derivatives, pyrimidine derivatives. On a effectué une étude le la régiochimie de la cyclisation arylique radicalaire catalysée par le n-Bu3Sn-AIBN de diverses 8-[2-bromophénoxy]méthyl-1,3-diméthyl-2,3,4,6-tétrahydro-1H-pyrano[3,2-d]pyrimidine-2,4-diones et de 1-[(2-bromophénoxy) méthyl]-3,5-dihydropyrano[2,3-c]coumarines qui conduit à la formation d’hétérocycles oxygénés à fusion [6,6] sous la forme d’un seul régioisomère.Mots-clés :n-Bu3Sn-AIBN, cyclisation arylique radicalaire, 6-endo-trig, hétérocycles oxygénés, dérivés de la coumarine, dérivés de la pyrimidine.[Traduit par la Rédaction] [ABSTRACT FROM AUTHOR]
    • Abstract:
      On a effectué une étude le la régiochimie de la cyclisation arylique radicalaire catalysée par le n-Bu3Sn-AIBN de diverses 8-[2-bromophénoxy]méthyl-1,3-diméthyl-2,3,4,6-tétrahydro-1H-pyrano[3,2-d]pyrimidine-2,4-diones et de 1-[(2-bromophénoxy) méthyl]-3,5-dihydropyrano[2,3-c]coumarines qui conduit à la formation d’hétérocycles oxygénés à fusion [6,6] sous la forme d’un seul régioisomère. [ABSTRACT FROM AUTHOR]
    • Abstract:
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