59020-03-0Relevant academic research and scientific papers
Catalytic Transformations of Alkynes into either α-Alkoxy or α-Aryl Enolates: Mannich Reactions by Cooperative Catalysis and Evidence for Nucleophile-Directed Chemoselectivity
Sahani, Rajkumar Lalji,Patil, Manoj D.,Wagh, Sachin Bhausaheb,Liu, Rai-Shung
, p. 14878 - 14882 (2018/10/15)
The catalytic formation of gold enolates from alkynes, nitrones, and nucleophiles is described, and their Mannich reactions result in nucleophile-directed chemoselectivity through cooperative catalysis. For 1-alkyn-4-ols and 2-ethynylphenols, their gold-catalyzed nitrone oxidations afforded N-containing dihydrofuran-3(2H)-ones with syn selectivity. The mechanism involves the Mannich reactions of gold enolates with imines through an O-H-N hydrogen-bonding motif. For aryloxyethynes, their gold enolates react selectively with nitrones to deliver 3-alkylidenebenzofuran-2-ones, as controlled by a C-H-O hydrogen-bonding motif.
Regio et Diastereochimie de la Cycloaddition du Tetrafluoroborate du 2-Benzoyl-1,2-dihydroisoquinoleine-1-carbonitrile avec Quelques (Z)- et (E)-3-Arylidene-3H-benzofuran-2-ones
Msaddek, Moncef,Rammah, Mohamed,Ciamala, Kabula,Vebrel, Joel,Laude, Bernard
, p. 825 - 832 (2007/10/03)
The reaction of 2-benzoyl-1,2-dihydroisoquinoline-1-carbonitrile tetrafluoroborate salt with 3-arylidene-2-(3H)-benzofuranones (Z) or (E) leads to a single spirocompound irrespective of the double bond geometry of the starting olefin.In an acidic medium, the spirocompound yields quantitatively a tetrasubstituted pyrrole.The regio- and stereochemistry of the reaction was established from NMR data.
