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Synthesis of Heterobiaryl 4-Aryl Furans through a Base-Promoted Decarboxylative Propargylation/Cycloisomerization Annulation.

Sasa WangMeimei SongXiuguang LiYunhong HuangTingxiang ZhaoZhuoji WeiYanyun LanHaibo Tan
Published in: Organic letters (2020)
A transition-metal-free synthesis of heterobiaryl 4-aryl furans through a base-promoted decarboxylative propargylation/cycloisomerization annulation of ethynyl benzoxazinanones and readily accessible β-keto esters or 1,3-diketones has been developed. A series of novel heterobiaryl 4-aryl furans were accessed efficiently in the presence of base under mild reaction conditions. This protocol is significant for probing the reaction mechanism of ethynyl benzoxazinanones and even other propargylic compounds.
Keyphrases
  • randomized controlled trial
  • visible light
  • molecular dynamics simulations
  • electron transfer