Reaction of diazo ketones in the presence of metal chelates. VII. 1,3-Dipolar cycloaddition of 1-methoxybenzo[c]pyrylium-4-olate with acetylenic dipolarophiles.

スポンサーリンク

概要

• 論文の詳細を見る

• The Cu(acac)<SUB>2</SUB> catalyzed decomposition of <I>o</I>-methoxycarbonyl-α-diazoacetophenone (<B>3</B>) in the presence of acetylenic dipolarophiles gave cycloadducts of the dipolarophiles with 1-methoxybenzo[<I>c</I>]pyrylium-4-olate generated by the intramolecular carbene-carbonyl reaction of the corresponding carbene. The direction of the cycloadditions of unsymmetrically substituted acetylenes has been determined on the basis of the NMR coupling pattern and chemical shift of the bridgehead methine protons of the adducts. Treatment of <B>3</B> with strong dipolarophiles such as dibenzoylacetylene or dimethyl acetylenedicarboxylate gave spiro pyrazoles by the direct cycloaddition of <B>3</B> and acetylenes followed by the elimination of methanol.

• 公益社団法人 日本化学会の論文

著者

• IBATA Toshikazu

  Institute of Chemistry, College of General Education, Osaka University

• Ibata Toshikazu

  Institute Of Chemistry College Of General Education Osaka University

• Jitsuhiro Kimiko

  Institute of Chemistry, College of General Education, Osaka University

関連論文

• Nucleophilic Substitution Reaction of Aromatic Chlorides with Cyclic Tertiary Amines under High Pressure
• Formation and Reaction of Azomethine Ylide by the Reaction of Cu(acac)2-ketocarbenoids with 1,1-Diphenylmethanimine
• Formation and Reaction of Acyl Substituted Nitrile Ylide through the Rh_2(OAc)_4-Catalyzed Reaction of α-Diazocarbonyl Compounds with Benzonitrile
• Molecular structure of the exo-Diels-Alder-adduct of 5-methoxy-2-methyl-4-(p-nitrophenyl)oxazole with N-methylmaleimide.
• Synthesis and molecular structure of the 2:1-cycloadduct of 1-methoxy-2-benzopyrylium-4-olate with acenaphthylene.
• The BF3 catalyzed decomposition of diazo compounds in the presence of carbonyl compounds.
• The reaction of diazo ketones in the presence of metal chelates. VIII. The stereochemistry of the 1,3-dipolar cycloaddition of 1-methoxy-2-benzopyrylium-4-olates to ethylenic dipolarophiles.
• Formation and reaction of oxazoles. Synthesis of N-substituted 2-(aminomethyl)oxazoles.
• Aromatic nucleophilic substitution of halobenzenes with amines under high pressure.
• Reaction of diazo ketones in the presence of metal chelates. VII. 1,3-Dipolar cycloaddition of 1-methoxybenzo[c]pyrylium-4-olate with acetylenic dipolarophiles.
• The acid catalyzed decomposition of diazo compounds. I. Synthesis of oxazoles in the BF3 catalyzed reaction of diazo carbonyl compounds with nitriles.
• Formation of 1,3-oxathiole-2-thione and 1,2,4-trithiolane derivatives by the catalytic reaction of .ALPHA.-diazocarbonyl compounds with carbon disulfide.
• Formation and molecular structure of the 2:1-adducts of 1-alkoxy-2-benzopyrylium-4-olates with carbon disulfide.
• The Diels-Alder reactions of 2-alkyl-5-methoxy-4-(p-nitrophenyl)oxazoles with ethylenic, acetylenic, and azo-type dienophiles.
• The Acid-catalyzed Decomposition of α-Diazo β-Hydroxy Ketones
• Formation and reaction of carbonyl ylides. 1,3-Dipolar cycloaddition of 2-benzopyrylium-4-olates with carbonyl compounds.
• The high pressure Diels-Alder reactions of 5-methoxy-2-methyl-4-(p-nitrophenyl)oxazole with ethylenic dienophiles.
• The acid-catalyzed decomposition of diazo carbonyl compounds. II. Synthesis of 2- or 5-heteroatom-substituted oxazoles.

もっと見る 閉じる

スポンサーリンク