Gold(III)-Catalyzed Propargylic Substitution Reaction Followed by Cycloisomerization for Synthesis of Poly-Substituted Furans from N-Tosylpropargyl Amines with 1,3-Dicarbonyl Compounds

doi:10.3390/molecules29020378

Nobuyoshi Morita, Shingo Uchida, Hitomi Chiaki, Naho Ishii, Kentaro Tanikawa, Kosaku Tanaka, Yoshimitsu Hashimoto, Osamu Tamura

Gold(III)-Catalyzed Propargylic Substitution Reaction Followed by Cycloisomerization for Synthesis of Poly-Substituted Furans from N-Tosylpropargyl Amines with 1,3-Dicarbonyl Compounds

Chemistry (miscellaneous)
Analytical Chemistry
Organic Chemistry
Physical and Theoretical Chemistry
Molecular Medicine
Drug Discovery
Pharmaceutical Science

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The treatment of N-tosylpropargyl amines 1 with 1,3-dicarbonyl compounds 2 in the presence of AuBr3 (5 mol%) and AgOTf (15 mol%) afforded poly-substituted furans 3 in good-to-high yields via the gold-catalyzed cleavage of the sp3 carbon–nitrogen bond.

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Gold(III)-Catalyzed Propargylic Substitution Reaction Followed by Cycloisomerization for Synthesis of Poly-Substituted Furans from N-Tosylpropargyl Amines with 1,3-Dicarbonyl Compounds

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