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Oxazepanedione Knoevenagel reaction

Malonomonoamides can be condensed with aldehydes to give acrylamides or cinnanamides, but condensation with malonodiamides is of only minor impjortance. In contrast to Meldrum s acid (58), Knoevenagel reactions of barbituric acid (56) and A A -dimethylbarbituric acid have been less explored. However, several aliphatic, aromatic and heteroaromatic aldehydes are known to react easily and with high yields in most cases. Reactions of 1,2-dimethyl-3,5-pyrazolidinedione (93) with several aliphatic and aromatic aldehydes using standard conditions yield Knoevenagel products in good yield. A similar reactivity is observed with 2-phenyl-3,5-dioxoisoxazolidine (94) and oxazepanediones (45 see Section 1.11.2.5). Recently, the oxidations of alcohols to carbonyl compxiunds and thiols to disulfides with 5-arylidene-l,3-dimethylbarbituric acids (95) have been described Mechanistically (95) mimics enzymic oxidation by flavin adenine dinucletide (FAD). ... [Pg.357]


See other pages where Oxazepanedione Knoevenagel reaction is mentioned: [Pg.40]    [Pg.342]    [Pg.371]    [Pg.342]    [Pg.371]    [Pg.342]    [Pg.371]   
See also in sourсe #XX -- [ Pg.2 , Pg.357 ]

See also in sourсe #XX -- [ Pg.357 ]

See also in sourсe #XX -- [ Pg.357 ]

See also in sourсe #XX -- [ Pg.2 , Pg.357 ]

See also in sourсe #XX -- [ Pg.357 ]




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