1446357-61-4Relevant academic research and scientific papers
Access to pyridyl-substituted 1,3,5-triazines from 4 H-pyrido[1,3]oxazin-4- ones via a cyclocondensation process
Falher, Laetitia Le,Ben Ayad, Omar,Ziyaret, Ozge,Mamontov, Alexander,Botuha, Candice,Thorimbert, Serge,Slowinski, Franck
supporting information, p. 6579 - 6589 (2014/08/05)
Pyridyl-substituted 1,3,5-triazines were synthesized in good to excellent yields via an unprecedented one-step cyclocondensation of 4H-pyrido[1,3]oxazin- 4-ones with amidines at room temperature or under microwave irradiations. The broad applicability was demonstrated by 33 examples with a variety of amidines and three different 4H-pyrido[1,3]oxazin-4-one chemical series. In addition, a one-pot process from 4H-pyrido[1,3]oxazin-4-one precursors (imide sodium salts) was developed and led to the desired triazines compounds, thus allowing a one-step economy in their global synthetic preparation. This approach provides rapid access to pyridyl (or pyridone)-substituted 1,3,5-triazines with high potential in various fields of application.
Expeditive access to 2-substituted 4 h -pyrido[1,3]oxazin-4-ones via an intramolecular O-arylation
Slowinski, Franck,Ben Ayad, Omar,Ziyaret, Ozge,Botuha, Candice,Le Falher, Laetitia,Aouane, Kamel,Thorimbert, Serge
supporting information, p. 3494 - 3497 (2013/08/15)
Unreported 2-substituted 4H-pyrido[e][1,3]oxazin-4-ones are synthesized via an unprecedented intramolecular O-arylation of N-aroyl- and N-heteroaroyl-(iso)nicotinamides under microwave irradiations, in good to excellent yields. The broad applicability was demonstrated by 24 examples with a variety of substituents at the 2-position of the final compounds and 3 possible positions for the nitrogen atom of the pyridine ring. In addition, transformation of one of these compounds into 2-hydroxypyridyl-substituted 1,2,4-triazole and 1,2,4-oxazinone was realized. This approach opens a rapid access to a new bicyclic heteroaromatic chemical series with high potential in medicinal chemistry.
