Studies on Acetylenic Compounds. LV. Reactions of Phenyl 2-Propynyl Sulfone and Phenyl 3-Phenyl-2-propynyl Sulfone with Substituted Benzaldehydes

スポンサーリンク

概要

• 論文の詳細を見る

• Phenyl 2-propynyl sulfone (IV) and five kinds of benzaldehyde derivatives were treated with sodium hydride to give the corresponding 1 : 1 addition products, respectively. The structures were assigned to 1-phenylsulfonyl-4-substitutedphenyl-trans-3-buten-2-ones (V) based on the spectroscopic data. The confirmation of the elucidated structure was made by an alternative unambiguous synthesis which consisted of treating methyl phenyl sulfone and ethyl cinnamate with sodium hydride, affording V and 1-phenylsulfonyl-4-phenyl-3-penten-2-one (VI). When phenyl 3-phenyl-2-propynyl sulfone (VII) was treated with the five substituted benzaldehydes, were obtained similar products to V, 1 : 1 addition compounds of VII and benzaldehydes. These were assigned to be 1-phenylsulfonyl-3-phenyl-4-substitutedphenyl-3-buten-2-ones (VIII) by the spectroscopic data and the comparison with V. The plausible mechanism of the reaction and the physical properties of these products are presented in some detail.

• 公益社団法人日本薬学会の論文
• 1970-12-25

著者

• 吉本 昌文

  Central Research Laboratories, Sankyo Co., Ltd.

• 岸田 有吉

  Central Research Laboratories Sankyo Co. Ltd.

• 吉本 昌文

  Department Of Chemistry Pomona College

関連論文

• Quantitative Structure-activity Relationships in Minor Tranquilizers Benzodiazepinooxazole Derivatives
• Studies on Acetylenic Compounds. LVI. Syntheses of 4-Isoxazolin-3-ones and 1-Phenyl-3-hydroxypyrazoles
• The Addition Reaction of Diethyl Acetamidomalonate Anion to Ethyl α, β-Dibromoacrylate, and the Base-catalyzed Reactions of the Adduct
• Studies on Acetylenic Compounds. XLIII. Synthesis of Ibotenic Acid.
• Studies on Acetylenic Compounds. XLIII. Synthesis of Ibotenic Acid
• Uber die absolute Konfiguration des Matrins
• Studies on Lupin Alkaloids. IV. Total Syntheses of Optically Active Matrine and Allomatrine
• Reactivities of 4-Arylthio-2-azetidinones
• Syntheses of 2-Azetidinone (β-Lactam) Ring by Chlorosulfonyl Isocyanate (CSI)
• Studies on Acetylenic Compounds. LIX. Reactions of Acetylene Sulfonium Ylids with α, β-Unsaturated Esters
• Studies on Seven-membered Ring Compounds. XXXVII. The Reaction of Benzotropones with Malononitrile
• Studies on Acetylenic Compounds. LVIII. Reaction of 2-Propynyl Sulfones with Methyl Acrylate
• Chemistry of 2-Substituted Thiothiazoline. V. Reaction of Dianion of 2-Propargylthiothiazoline with Benzaldehyde
• Syntheses of 5,5'-Methylenebisisoxazole Derivative and Its Reactions with Electrophiles
• Syntheses and Reactions of 2-Substituted Thiazolidines
• Reactions of β-Keto Sulfide and Sulfoxide with Nitrene and Diazonium Salt
• Studies on Acetylenic Compounds. LVII. Reactions of 2-Propynyl Sulfones with Cyclic Ketones
• Syntheses of Novel Acetylene Cyclopropanes
• Use of a Shift Reagent in First-Order Analysis of Cyclopropane Derivatives in NMR Spectroscopy
• Studies on Acetylenic Compounds. LV. Reactions of Phenyl 2-Propynyl Sulfone and Phenyl 3-Phenyl-2-propynyl Sulfone with Substituted Benzaldehydes
• Studies on Acetylenic Compounds. LIV. Reactions of 2-Butynyl Phenyl Sulfone with Substituted Benzaldehydes
• Studies on Acetylenic Compounds. LIII. The Reactions of Acetylenic Sulfonium Salts with Acid Anhydride or Acid Chloride
• Reactions of Enamino Ketones and an Enamino Ester with Some Electrophiles
• Studies on Acetylenic Compounds. LII. Reactions of Acetylenic Sulfonium Salts with Cyclohexanone and Cyclopentanone
• Rearrangements and Reactions of Stable Sulfonium Ylids from Acetylenic Sulfonium Salts
• Studies on Acetylenic Compounds. LI. The Reactions of Acetylenic Sulfonium Salts with Benzaldehyde
• 7-Aza-5β-cholestane Derivatives
• Structure-Activity Relationships in Immunochemistry. III. Inhibition of Complement by Benzyl Pyridinium Ions
• Studies on Acetylenic Compounds. XLIX. Reactions of Linear-Conjugated Diynones
• Sulfoxonium Ylide Chemistry. III. The Photochemistry of Stable Sulfoxonium Ylides
• Sulfoxonium Ylide Chemistry. II. Reaction of Stable Sulfoxonium Ylides with Base
• Studies on Acetylenic Compounds. XLIV. Sulfoxonium Ylide Chemistry. I. Formation of Stable Sulfoxonium Ylides from Acetylenic Compounds
• Formation of Thiabenzene 1-Oxide Derivatives
• Reactions of Azlactone Derivatives with Nucleophiles and Acetylenic Compounds
• Studies on Acetylenic Compounds. L. The Formation of Stable Sulfonium Ylids from Acetylenic Sulfonium Salts
• The Reactions of Ethyl cis-β-Chloroacrylate with Aminomalonate Derivatives
• Studies on Acetylenic Compounds. XLVIII. The Reactions of Allenic and Acetylenic Sulfides with Methyl Iodide
• Studies on Acetylenic Compounds. XLVII. The Rearrangement of Acetylenic Sulfonium Salts
• Studies on Acetylenic Compounds. XLVI. The Reactions of Acetylenic Compounds with Thiourea or Ammonium Dithiocarbamate
• On the Absolute Configuration of Natural 24-Alkylsterols.

もっと見る 閉じる

スポンサーリンク