Synthesis and stereochemistry assignment of (3R,5R)- and (3S,5R)-4-benzyl-3-(3,4-dimethoxyphenyl)-5-phenyl-1,4-oxazin-2-ones
Sign Up to like & getrecommendations! Published in 2019 at "Journal of Molecular Structure"
DOI: 10.1016/j.molstruc.2019.05.091
Abstract: Abstract The diastereoselective synthesis of 3,5-disubstituted 1,4-oxazin-2-ones, the valuable intermediates on the route to tetrahydroisoquinoline derivatives, was based on the Petasis reaction in which (R)-(−)-N-benzyl-2-phenylglycinol was used as the amine component. It was demonstrated that… read more here.
Keywords: synthesis stereochemistry; oxazin ones; benzyl; stereochemistry assignment ... See more keywords
Synthesis of trisubstituted 1,3-oxazin-6-ones via base-catalyzed ring-opening annulation of cyclopropenones with N-(pivaloyloxy)amides
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DOI: 10.1016/j.tetlet.2018.02.084
Abstract: Abstract The base-catalyzed [3+3]-type annulation between cyclopropenones and N-(pivaloyloxy)amides is reported. The formal insertion of a 1,3-N,O-dipole into a cyclopropenone C C bond yields a six-membered azalactone structure. In the presence of catalytic K2CO3 at… read more here.
Keywords: oxazin ones; trisubstituted oxazin; pivaloyloxy amides; cyclopropenones pivaloyloxy ... See more keywords
Formation of 2-Imino Benzo[e]-1,3-oxazin-4-ones from Reactions of Salicylic Acids and Anilines with HATU: Mechanistic and Synthetic Studies
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DOI: 10.1021/acsomega.7b01824
Abstract: We describe a new 1-[Bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate (HATU)-mediated coupling reaction to produce 2-imino benzo[e]-1,3-oxazin-4-ones from salicylic acids and anilines. Mechanistic studies support a reaction pathway in which HATU mediates carbon transfer to the initially formed… read more here.
Keywords: salicylic acids; oxazin ones; benzo oxazin; imino benzo ... See more keywords
Microwave assisted regioselective halogenation of benzo[b][1,4]oxazin-2-ones via sp2 C–H functionalization
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DOI: 10.1039/d2ra07259a
Abstract: A microwave assisted, palladium-catalyzed regioselective halogenation of 3-phenyl-2H-benzo[b][1,4]oxazin-2-ones has been demonstrated using inexpensive and readily available N-halosuccinimide. The reaction utilizes the nitrogen atom present in the heterocyclic ring as the directing group to afford regioselective… read more here.
Keywords: oxazin ones; benzo oxazin; regioselective halogenation; microwave assisted ... See more keywords
Synthesis of 4-hydroxy-5-methyl-2-[2-(4-oxo-4H-chromen-3-yl)ethenyl]-6H-1,3-oxazin-6-ones and their reaction with hydrazine
Sign Up to like & getrecommendations! Published in 2017 at "Russian Journal of General Chemistry"
DOI: 10.1134/s1070363217050103
Abstract: Abstract4-Hydroxy-6H-1,3-oxazin-6-ones containing a 3-vinylchromone fragment in the 2-position were synthesized. The direction of their reactions with hydrazine hydrate was found to depend on the solvent nature. The reaction in protic solvents (methanol, acetic acid) resulted… read more here.
Keywords: oxazin ones; hydroxy methyl; hydrazine; hydroxy ... See more keywords