The Activation of Bivalent Sulfur Compounds with Cupric Chloride and Zinc Chloride. The Benzylation and Acylation of Aromatic Compounds with Sulfides and Thiol Esters
スポンサーリンク
概要
- 論文の詳細を見る
Benzylation of aromatic compounds, such as anisole, <I>m</I>-xylene, toluene, and benzene, with various benzyl sulfides in the presence of equimolar amounts of cupric chloride and zinc chloride was investigated. For example, in the case of benzylation of anisole with 4-benzylthiopyridine, <I>o</I>- and <I>p</I>-benzylanisoles were obtained in 79% yield in the presence of cupric chloride and zinc chloride. On the other hand, when the reaction was carried out in the presence of cupric chloride alone, the yield of benzylanisoles was low. The similar activation with cupric chloride and zinc chloride was successfully applied to the reaction of aromatic compounds with benzaldehyde diethylthioacetal and to the acylation of aromatic compounds with 1,2-bis(acylthio)ethanes.
- 公益社団法人 日本化学会の論文
著者
-
Mukaiyama Teruaki
Laboratory of Organic Chemistry Tokyo Institute of Technology
-
Narasaka Koichi
Laboratory of Organic Chemistry, Tokyo Institute of Technology
-
Maekawa Kazuo
Laboratory of Organic Chemistry, Tokyo Institute of Technology
関連論文
- Dehydration Reactions of Benzaldoxime by Means of Compounds Having a Nitrogen-Carbon Double Bond
- Pyrolysis of Acid Amides. III. Pyrolysis of Cyanoacetamides and 2-Phenylacetamides
- A Selective Phosphorylation by Means of α-Bromocyano acetamides and Trialkyl Phosphites
- Synthesis of Testosterone Dimethyl Phosphate, Bornyl Phosphate and Adenosine 5′-Phosphate
- Solid Phase Peptide Synthesis by Oxidation-Reduction Condensation. Synthesis of LH–RH by Fragment Condensation on Solid Support
- A Convenient Method for the Preparation of Thiolesters
- Peptide Synthesis by Oxidation-Reduction Condensation. II. The Use of Disulfide as an Oxidant
- Ring Expansion through a 1,3-Acyl Rearrangement. Reactions of Cyclic Sulfonium Ylides with Acetylenic Compounds
- A Convenient Method for Hydrolysis of 1,3-Dithiane Derivatives Using Cupric Chloride
- The Reactions of Complexes of Thioboronite with Compounds Containing Carbon-Nitrogen Multiple Bond
- Syntheses of Acylurea Derivatives as Model Compounds for a Highly Specific Organic Reaction
- Reactions of Vinyloxyboranes. A Convenient Method for the Preparation of β-Hydroxy Thiolesters, Esters and Ketones
- The Reactions of Phosphonium Ylides and Oxosulfonium Methylide with Sulfenamide Derivatives
- The Reactions of β-Ketosulfonium Salts with Sulfenamide Derivatives
- Reactions of Sulfonium and Pyridinium Salts with Alkyl Nitrite
- A Convenient Method for the Preparation of Ketones by the Reaction of Grignard Reagents with Carboxylic Acid Derivatives
- Syntheses and Reactions of 2-Ethylthio- or 2-Phenylthio-2-cycloalkenones
- The Reactions of α-Substituted Carbonyl-stabilized Sulfonium Ylides with Succinic Anhydride
- A Convenient Method for the Hydrolysis of Vinyl Sulfides to Ketones
- The Activation of Bivalent Sulfur Compounds with Cupric Chloride and Zinc Chloride. The Benzylation and Acylation of Aromatic Compounds with Sulfides and Thiol Esters
- Sulfenylation of Active Methylene Compounds with Sulfenamides
- A convenient synthesis of .BETA.-acetyl-.GAMMA.-substituted-.GAMMA.-butyrolactones and .GAMMA.-acetyl-.DELTA.-substituted-.DELTA.-valerolactones.
- Peptide Synthesis by Oxidation-Reduction Condensation. I. Use of NPS-Peptides as Amino Component
- Phosphorylation by Oxidation-Reduction Condensation. Preparation of Active Phosphorylating Reagents
- Peptide Synthesis via Oxidation-Reduction Condensation by the Use of Non-metallic Compound as a Mercaptan Scavenger