- Methyl β-(benzotriazol-1-yl)vinyl ketone: A new β-acetylvinyl cation equivalent
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A simple and efficient two-step approach to methyl β-(benzotriazol-1-yl)vinyl ketone 7 is described. The synthetic utility of compound 7 has been demonstrated by nucleophilic substitutions of the benzotriazolyl group with a range of nucleophiles. Thus, me
- Katritzky, Alan R.,Blitzke, Torsten,Li, Jianqing
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Read Online
- A Method for the Preparation of β-Amino-α,β-unsaturated Carbonyl Compounds: Study of Solvent Effect and Mechanism
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An efficient method for the preparation of β-amino-α,β-unsaturated carbonyl compounds is demonstrated. Bench-stable sodium 3-oxo-enolates were prepared from carbonyl compounds, and reacted with amines in the presence of an acid and a desiccant. DFT studie
- R. S., Reyno,Sugunan, Akash,S., Ranganayakulu,Suresh, Cherumuttathu H.,Rajendar, Goreti
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supporting information
p. 1040 - 1045
(2020/02/15)
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- Supported Gold Nanoparticles for Efficient α-Oxygenation of Secondary and Tertiary Amines into Amides
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Although the α-oxygenation of amines is a highly attractive method for the synthesis of amides, efficient catalysts suited to a wide range of secondary and tertiary alkyl amines using O2as the terminal oxidant have no precedent. This report describes a novel, green α-oxygenation of a wide range of linear and cyclic secondary and tertiary amines mediated by gold nanoparticles supported on alumina (Au/Al2O3). The observed catalysis was truly heterogeneous, and the catalyst could be reused. The present α-oxygenation utilizes O2as the terminal oxidant and water as the oxygen atom source of amides. The method generates water as the only theoretical by-product, which highlights the environmentally benign nature of the present reaction. Additionally, the present α-oxygenation provides a convenient method for the synthesis of18O-labeled amides using H218O as the oxygen source.
- Jin, Xiongjie,Kataoka, Kengo,Yatabe, Takafumi,Yamaguchi, Kazuya,Mizuno, Noritaka
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supporting information
p. 7212 - 7217
(2016/07/06)
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- Scalable synthesis of highly reactive 1,3-diamino dienes from vinamidinium salts and their use in Diels-Alder reactions
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A practical and chromatography-free synthesis of vinamidinium salts and their use as diene precursors in Diels-Alder reactions is reported. Additionally, 1,3-dipyrrolidino-1,3-butadiene was shown to be significantly more reactive than Rawal's diene in a c
- Zhou, Sida,Sanchez-Larios, Eduardo,Gravel, Michel
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experimental part
p. 3576 - 3582
(2012/06/15)
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- Regio- and Stereo-selective Synthesis of β-Sulphonyl-α,β-Unsaturated Carbonyl Compounds via an Iodosulphonylation-Dehydroiodination Raction
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α,β-Unsaturated carbonyl compounds underwent regiospecific iodosulphonylation with toluene-p-sulphonyl iodide or sodium toluene-p-sulphinate and iodine to afford products (2), which were stereoselectively dehydroiodinated by triethylamine to give β-sulphonyl derivatives (3).The reactivity of compounds (3) as cationic β-acylvinyl equivalents, tested with amines or thiophenol, gave compounds (4) resulting from a displacement reaction.
- Najera, Carmen,Baldo, Beatriz,Yus, Miguel
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p. 1029 - 1032
(2007/10/02)
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- Protonation and Acylation Reactions of Acyclic Enamino Ketones
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α,β-Unsaturated β-dialkylamino ketones 4 are converted by means of tetrafluoroboric acid into thermodynamically stable Cα-protonated iminium salts 5. β-(Dialkylamino)vinyl ketones are shown to exist preferentially in the E-s-cis and E-s-trans c
- Boehme, Horst,Traenka, Manfred
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p. 149 - 159
(2007/10/02)
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- REACTION OF 1-ETHOXY-1-BUTEN-3-ONE WITH AMINES
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In the reaction of 1-ethoxy-1-buten-3-one with ammonia and primary and secondary amines the alkoxy group is substituted by an amino group.In the reaction with ammonia 1-amino-1-buten-3-one condenses with the formation of 2-methyl-5-acetylpyridine.
- Markova, N. K.,Zaichenko, Yu. A.,Tsil'ko, A. E.,Maretina, I. A.
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p. 876 - 880
(2007/10/02)
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- SYNTHESIS OF DERIVATIVES OF 3-OXOBUTANAL CONTAINING FUNCTIONAL GROUPS IN THE MESOMETHYLENE UNIT
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The synthesis of 2-bromo-3-oxobutanal was realized by the bromination of 1-dialkylamino-1-buten-3-ones.The trans-enol form predominates in solutions.The direct nitration of 1,1-diethoxy-3-butanol leads to 2-nitro-3-oxobutanal.
- Zaichenko, Yu. A.,Kormer, M. V.,Vil'davskaya, A. I.,Rall', K. B.,Maretina, I. A.
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p. 818 - 820
(2007/10/02)
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