Electrochemical Chalcogenation of β,γ-Unsaturated Amides and Oximes to Corresponding Oxazolines and Isoxazolines
The current report represents a transition-metal-free synthesis of oxazoline and isoxazoline derivatives by a tandem electro-oxidative chalcogenation-cyclization process. Both C?Se and C?S bond-forming protocols were developed without using any external oxidant and the reaction was performed at room temperature, open to the air. Using this methodology, 29 substituted oxazoline and 16 substituted isoxazoline derivatives were synthesized with up to 91% isolated yield. (Figure presented.).
Ultrasound-Promoted Radical Synthesis of 5-Methylselanyl-4,5-dihydroisoxazoles
The ultrasound-promoted synthesis of 5-methylselanyl-4,5-dihydroisoxazoles through the radical cyclization of unsaturated oximes with diaryl diselenides using Oxone as an oxidant and ethanol as the solvent is described. The key step of the reaction is the
Synthesis of Isoxazolines by the Electrophilic Chalcogenation of β,γ-Unsaturated Oximes: Fishing Novel Anti-Inflammatory Agents
Herein, we describe a new strategy to prepare chalcogen-functionalized isoxazolines. The strategy involves the reaction of β,γ-unsaturated oximes with electrophilic selenium and tellurium species, affording 19 new selenium- and tellurium-containing isoxaz
Lopes, Eric F.,Penteado, Filipe,Thurow, Samuel,Pinz, Mikaela,Reis, Angelica S.,Wilhelm, Ethel A.,Luchese, Cristiane,Barcellos, Thiago,Dalberto, Bianca,Alves, Diego,Da Silva, Marcio S.,Lenard?o, Eder J.
p. 12452 - 12462
(2019/10/11)
Preparation of isoxazol(in)yl substituted selenides and their further deselenenylation reaction to synthesize 3,5-disubstituted isoxazoles
We report a mild 1,3-dipolar cycloaddition protocol for the preparation of 3-aryl-5-phenylselenomethyl isoxazoles and isoxazolines regioselectively. The former was further reacted with LDA and electrophilic substrates followed by selenoxide syn-eliminatio
Xu, Wei Ming,Tang,Huang, Xian
p. 501 - 506
(2007/10/03)
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