- 1,3-Oxazines and Related Compounds. XIII. Reaction of Acyl Meldrum's Acids with Schiff Bases Giving 2,3-Disubstituted 5-Acyl-3,4,5,6-tetrahydro-2H-1,3-oxazine-4,6-diones and 2,3,6-Trisubstituted 2,3-Dihydro-1,3-oxazin-4-ones
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The reaction of Schiff bases (2) with various acyl Meldrum's acids (1) were investigated.Refluxing of 1 and 2 in benzene caused an exchange reaction of the acetone moiety of 1 with the Schiff base moiety through the intermediate acylketenes 11 formed in s
- Yamamoto, Yutaka,Watanabe, Yukiyoshi,,Ohnishi, Shuhei
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p. 1860 - 1870
(2007/10/02)
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- Thermal Decomposition of 2,2,6-Trimethyl-4H-1,3-dioxin-4-one and 1-Ethoxybutyn-3-one. Acetylketene
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Acetylketene was first mentioned in the literature in 1907, but only in recent years has evidence for the existence of this species appeared.Previous work has indicated that acetylketene may be generated by pyrolysis of the title dioxinone, and we now present further chemical evidence in support of its presence.In particular, ethoxyacetylenes are known to generate ketenes upon pyrolysis.When the title alkyne was heated, it provided an intermediate that in six different trapping experiments gave the same products as those obtained via pyrolysis of the dioxinone.Acetylketene chemistry is predominated by -cycloaddition reactions; no evidence for conversion to β-crotonolactone or diketene was seen.
- Hyatt, John A.,Feldman, Paul L.,Clemens, Robert J.
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p. 5105 - 5108
(2007/10/02)
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- Reaction of 2,2,6-trimethyl-1,3-dioxin-4-one with Imines
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The reaction of 2,2,6-trimethyl-1,3-dioxin-4-one (diketene-acetone adduct) (1) with imines was investigated.Heating of the adduct 1 with N-(1-phenylethylidene)aniline (6a) gave 6-methyl-1,2-diphenyl-4(1H)-pyridone 7a.Similar treatment of N-benzylideneanil
- Masayuki, Sato,Ogasawara, Hiromichi,Yoshizumi, Eriko,Kato, Tetsuzo
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p. 1902 - 1909
(2007/10/02)
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- REACTION OF 2,2,6-TRIMETHYL-1,3-DIOXIN-4-ONE WITH SCHIFF BASE
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Heating of 2,2,6-trimethyl-1,3-dioxin-4-one (1) with Schiff bases (2a-f) gave 2,3-disubstituted 6-methyl-1,3-oxazin-4-ones (4a-f).N-Benzylidene-tert-butylamine, under the similar condition, gave acetoacetamide derivative (3g) and acetylazetidinone derivative (5).
- Sato, Masayuki,Ogasawara, Hiromichi,Yoshizumi, Eriko,Kato, Tetsuzo
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p. 297 - 300
(2007/10/02)
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