A [3 + 2]-annulation approach to tetrasubstituted furans from MBH-carbonates of acetylenic aldehydes via sequential substitution/cycloisomerization.

نویسندگان

  • Chada Raji Reddy
  • Siddique Z Mohammed
  • Paridala Kumaraswamy
چکیده

A novel metal-free approach to construct the tetrasubstituted furans from Morita-Baylis-Hillman (MBH)-carbonates of acetylenic aldehydes has been developed. This strategy involves the cascade nucleophilic substitution/5-exo-dig-cycloisomerization of MBH-carbonates with 1,3-dicarbonyl compounds to give uniquely substituted 2-furan-3-yl acrylates. Additionally, the obtained furan adducts open a new entry to naphthofurans through palladium-catalyzed decarboxylative benzannulation.

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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 13 30  شماره 

صفحات  -

تاریخ انتشار 2015