282537-68-2Relevant academic research and scientific papers
Investigation of the Diels-Alder cycloadditions of 2(H)-1,4-oxazin-2-ones
Afarinkia, Kamyar,Bahar, Akmal,Bearpark, Michael J.,Garcia-Ramos, Yesica,Ruggiero, Andrea,Neuss, Judi,Vyas, Maushami
, p. 9529 - 9537 (2007/10/03)
A variety of 5-chloro-2(H)-1,4-oxazin-2-ones bearing a range of substituents at their 3- and 6-positions undergo Diels-Alder cycloaddition as a 2-azadiene component with electron-rich, electron-deficient, and electron-neutral dienophiles. These reactions
2(H)-1,4-Oxazin-2-ones as ambident azadienes
Afarinkia, Kamyar,Bahar, Akmal,Neuss, Judi,Ruggiero, Andrea
, p. 3995 - 3998 (2007/10/03)
3,5-Dichloro-6-phenyl-2(H)-1,4-oxazin-2-one 3, 5-chloro-3,6-dimethyl-2(H)- 1,4-oxazin-2-one 4, 5-chloro-6-methyl-3-phenyl-2(H)-1,4-oxazin-2-one 5 and 5-chloro-3,6-diphenyl-2(H)-1,4-oxazin-2-one 7, are ambident azadienes reacting efficiently and selectivel
Stereoselective conversion of 2H-1,4-oxazin-2-ones into 2,5,5-substituted piperidine-2-carboxamides and 2-methanamines and related octahydro-2H-pyrido[1,2-a]pyrazines, potential substance P antagonists
Rogiers, Joeri,Wu, Xiujuan,Toppet, Suzanne,Compernolle, Frans,Hoornaert, Georges J
, p. 8971 - 8981 (2007/10/03)
4-(Hetero)aryl-2-oxa-5-azabicyclo[2.2.2]octan-3-ones and 3,6-diones, formed via cycloaddition of 2H-1,4-oxazin-2-ones and ethene followed by functional group transformation, undergo lactone cleavage by reaction with amines to yield substituted 2-(hetero)aryl-5-hydroxy-2-piperidinecarboxamides. Subsequent reduction affords the corresponding 2-piperidinemethanamines. Both amide and amine compounds are of interest as potential Substance P antagonists. A detailed NMR study, supported by conformational calculations, of an octahydro-2H-pyrido[1,2-a]pyrazine analogue revealed the existence of a temperature and solvent dependent equilibrium mixture of transoid and cisoid invertomers.
Stereoselective transformation of 2H-1,4-oxazin-2-ones into 2,(2),5,5- tri- and tetrasubstituted analogues of cis-5-hydroxy-2-piperidinemethanol and cis-5-hydroxy-6-oxo-2-piperidinecarboxylic acid
Wu, Xiujuan,Dubois, Kristof,Rogiers, Joeri,Toppet, Suzanne,Compernolle, Frans,Hoornaert, Georges J.
, p. 3043 - 3051 (2007/10/03)
2,(2),5,5-Tri- and tetrasubstituted analogues of 5-hydroxy-2- piperidinemethanol and 5-hydroxy-6-oxo-2-piperidinecarboxylic acid have been prepared via Diels-Alder reaction of 3-substituted 2H-1,4-oxazin-2-ones with ethene followed by functional group transformation of the resulting imidoyl chloride and lactone groups. Some of the 2-piperidinemethanol products are convened further into potential substance P antagonists. (C) 2000 Elsevier Science Ltd.
