22661-26-3Relevant articles and documents
Accessing benzooxadiazepines: Via formal [4 + 3] cycloadditions of aza- o -quinone methides with nitrones
Zheng, Yong-Sheng,Tu, Liang,Gao, Li-Mei,Huang, Rong,Feng, Tao,Sun, Huan,Wang, Wen-Xuan,Li, Zheng-Hui,Liu, Ji-Kai
, p. 2639 - 2642 (2018/04/27)
An unprecedented and efficient [4 + 3] cycloaddition of N-(ortho-chloromethyl)aryl amides with nitrones has been developed. This approach provides easy access to a series of seven-membered benzooxadiazepine derivatives in good to excellent yields (up to 99% yield) under mild reaction conditions.
Controlling Asymmetric Remote and Cascade 1,3-Dipolar Cycloaddition Reactions by Organocatalysis
Poulsen, Pernille H.,Vergura, Stefania,Monleón, Alicia,J?rgensen, Danny Kaare Bech,J?rgensen, Karl Anker
supporting information, p. 6412 - 6415 (2016/06/09)
The regio- and stereoselective control of cycloaddition reactions to polyconjugated systems has been demonstrated by applying asymmetric organocatalysis. Reaction of 2,4-dienals with nitrones allows for a highly regio- and stereoselective 1,3-dipolar cycl
Solvent-free synthesis of nitrones in a ball-mill
Colacino, Evelina,Nun, Pierrick,Colacino, Francesco Maria,Martinez, Jean,Lamaty, Frédéric
, p. 5569 - 5576 (2008/09/21)
Various C-aryl and C-alkyl-nitrones were synthesized within 0.5-2 h via condensation of an equimolar amount of aldehydes and N-substituted-hydroxylamines under solvent-free conditions in?a ball-mill apparatus. Reactions can be performed without the need of excluding air and moisture and yields the expected products with no need for further purification. The study has been complemented by Differential Scanning Calorimetry (DSC) and solid-state 13C MAS nuclear magnetic resonance experiments. We have also studied the temperature profile during the reaction. A comparative study with the corresponding solvent-free microwave activated reaction showed the superiority of the ball-milling method; 31 examples are described, including the synthesis of the anti-aging agent C-phenyl-N-tert-butyl nitrone (PBN) and one of its analogues C-2-pyridyl-N-tert-butylnitrone (2-PyBN).