202347-91-9Relevant 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.
A new and efficient synthesis of pyridazin-3(2H)-ones via 1,3-dipolar cycloaddition
Msaddek, Moncef,Rammah, Mohamed,Ciamala, Kabula,Vebrel, Joel,Laude, Bernard
, p. 1495 - 1498 (2007/10/03)
3-Arylidenebenzofuran-2(3H)-ones are obtained by condensation of aldehydes Ar1CHO with benzofuran-2(3H)-one. A mixture of stereoisomers (Z) and (E) was isolated. The reaction of diarylnitrilimines with the Z+E mixture or with each stereoisomer leads regio- and and stereoselectively to cycloadducts which give, after acidic treatment, the same 5,6-diaryl-4-(0-hydroxyphenyl)pyridazin-3(2H)-one 6, irrespective of the double bond geometry of the starting olefin.
