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

Author:

Morita Nobuyoshi1,Uchida Shingo1,Chiaki Hitomi1,Ishii Naho1,Tanikawa Kentaro1,Tanaka Kosaku12,Hashimoto Yoshimitsu1,Tamura Osamu1

Affiliation:

1. Department of Pharmacy, Showa Pharmaceutical University, 3-3165 Higashi-Tamagawagakuen, Machida 194-8543, Japan

2. Research Foundation ITSUU Laboratory, C1232 Kanagawa Science Park R & D Building, 3-2-1 Sakado Takatsu-ku, Kawasaki 213-0012, Japan

Abstract

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.

Funder

JSPS KAKENHI

Publisher

MDPI AG

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