Gold(III)-Catalyzed Propargylic Substitution Reaction Followed by Cycloisomerization for Synthesis of Poly-Substituted Furans from <i>N</i>-Tosylpropargyl Amines with 1,3-Dicarbonyl Compounds
Nobuyoshi Morita,
Shingo Uchida,
Hitomi Chiaki,
Naho Ishii,
Kentaro Tanikawa,
Kosaku Tanaka,
Yoshimitsu Hashimoto,
Osamu Tamura
Affiliations
Nobuyoshi Morita
Department of Pharmacy, Showa Pharmaceutical University, 3-3165 Higashi-Tamagawagakuen, Machida 194-8543, Japan
Shingo Uchida
Department of Pharmacy, Showa Pharmaceutical University, 3-3165 Higashi-Tamagawagakuen, Machida 194-8543, Japan
Hitomi Chiaki
Department of Pharmacy, Showa Pharmaceutical University, 3-3165 Higashi-Tamagawagakuen, Machida 194-8543, Japan
Naho Ishii
Department of Pharmacy, Showa Pharmaceutical University, 3-3165 Higashi-Tamagawagakuen, Machida 194-8543, Japan
Kentaro Tanikawa
Department of Pharmacy, Showa Pharmaceutical University, 3-3165 Higashi-Tamagawagakuen, Machida 194-8543, Japan
Kosaku Tanaka
Department of Pharmacy, Showa Pharmaceutical University, 3-3165 Higashi-Tamagawagakuen, Machida 194-8543, Japan
Yoshimitsu Hashimoto
Department of Pharmacy, Showa Pharmaceutical University, 3-3165 Higashi-Tamagawagakuen, Machida 194-8543, Japan
Osamu Tamura
Department of Pharmacy, Showa Pharmaceutical University, 3-3165 Higashi-Tamagawagakuen, Machida 194-8543, Japan
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.
