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

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

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Bibliographic Details
Published inMolecules (Basel, Switzerland) Vol. 29; no. 2; p. 378
Main Authors Morita, Nobuyoshi, Uchida, Shingo, Chiaki, Hitomi, Ishii, Naho, Tanikawa, Kentaro, Tanaka, 3rd, Kosaku, Hashimoto, Yoshimitsu, Tamura, Osamu
Format Journal Article
LanguageEnglish
Published Switzerland MDPI AG 11.01.2024
MDPI
Subjects
Chemical bonds
cycloisomerization
gold catalyst
Ligands
N-tosylpropargyl amines
Nitrogen
poly-substituted furans
propargylic substitution
Solvents
propargylic substitution
N-tosylpropargyl amines
cycloisomerization
gold catalyst
poly-substituted furans
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Summary:The treatment of -tosylpropargyl amines with 1,3-dicarbonyl compounds in the presence of AuBr (5 mol%) and AgOTf (15 mol%) afforded poly-substituted furans in good-to-high yields via the gold-catalyzed cleavage of the sp carbon-nitrogen bond.
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ISSN:1420-3049
1420-3049
DOI:10.3390/molecules29020378