Convenient synthetic route to 3-cyanopyridine-2(1H)-one derivatives with aromatic substituents
A new efficient method of synthesizing 3-cyanopyridine-2(1H)-ones containing variable substituents at position 4 and various aromatic substituents at position 1 of the pyridinone ring has been developed. The method is based on the reaction of ylidenecyanoacetic acid ethyl esters with dimethylformamide dimethyl acetal, the reamination of obtained derivatives with several aromatic amines in glacial acetic acid and the final cyclization of the intermediate products to targeted N -aryl-3-cyano-pyridine- 2(1H)-ones. The condensation reactions of some of the synthesized compounds with several aldehydes have been investigated.
Piroyan, Aleksandr,Melikyan, Gagik
p. 233 - 237
(2013/05/09)
Cycloadditions of Cyanoketenes to Cinnamylideneamines and Benzylideneamines. Synthetic Scope, Stereochemistry, and Mechanism
A study of the cycloadditions of cyanoketenes to cynnamylideneamines and benzylideneamines is presented.The size and degree of unsaturation of the imine substituents were
Moore, Harold W.,Hughes, Gregory,Srinivasachar, Kasturi,Fernanadez, Mario,Nguyen, Nghi V.,et al.
p. 4231 - 4238
(2007/10/02)
CYANOKETENES. CYCLOADDITIONS OF CHLOROCYANOKETENE TO α,β-UNSATURATED IMINES
Chlorocyanoketene cycloadds to cinnamylideneamines to give β-lactams, δ-lactams and pyridones.The periselectivity and stereoselectivity of these cycloadditions is markedly influenced by the N-substituent as well as the β- substituents of the imines.
Moore, Harold W.,Hughes, Gregory
p. 4003 - 4006
(2007/10/02)
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