79379-64-9Relevant academic research and scientific papers
Titanium-Promoted Cross-Coupling for the Selective Synthesis of Polysubstituted, Conjugated Amides
Chenniappan, Vinoth Kumar,Rahaim, Ronald J.
, p. 5090 - 5093 (2016)
α,β-Unsaturated amides are important building blocks and are key structural elements in a number of biologically active natural products. Despite their importance and prevalence, few methods exist to prepare conjugated amides directly and modularly. To address this gap, a titanium-promoted coupling of alkynes and isocyanates has been developed. The method is highly stereoselective, producing only the E isomer with good chemoselectivity and regioselectivity (>95/5), for unsymmetrical internal alkynes that contain a steric bias. The reactive titanacyclopentene intermediate formed from the coupling of the alkyne and isocyanate was additionally reacted with various electrophiles to access tetrasubstituted enamides.
RHODIUM CARBONYL-CATALYZED CARBONYLATION OF ACETYLENES IN THE PRESENCE OF OLEFINS AND PROTON DONORS. SYNTHESIS OF 5-ALKYL-2(5H)-FURANONES.
Hong, Pangbu,Mise, Takaya,Yamazaki, Hiroshi
, p. 989 - 992 (2007/10/02)
Rhodium carbonyl-catalyzed reactions of internal acetylenes with ethylene and CO in protic solvents, e.g., ethanol, gave 3,4-disubstituted-5-ethyl-2(5H)-furanones in good yields.By using propylene or methyl acrylate instead of ethylene, small amounts of 5-n-/isopropyl-2(5)H-furanones or 5--2(5H)-furanone were obtained.
