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

Org Lett

Key Laboratory of Plant Resources Conservation and Sustainable Utilization, Guangdong Provincial Key Laboratory of Applied Botany, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou 510650, China.

Published: November 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.

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http://dx.doi.org/10.1021/acs.orglett.0c02668DOI Listing

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