Synthesis of Several 3-Substituted 2-Trifluoromethylindoles via Mannich Reaction of 2-Trifluoromethylindoles

スポンサーリンク

概要

• 論文の詳細を見る

• Several 2-trifluoromethyl derivatives of biologically active indoles, tryptamine, indole-3-acetic acid, oxypertine and tryptophan, were synthesized starting from 2-trifluoromethylindoles by use of the Mannich reaction and subsequent nucleophilic substitution reaction as key steps. In this study, chemoselective hydrolysis and reductions of the nitrile group to the respective carboxylic acid, amine and aldehyde in the presence of the trifluoromethyl group were achieved.

• 公益社団法人日本薬学会の論文
• 1997-05-15

著者

• 今西 武

  大阪大学大学院薬学研究科

• 高橋 以都美

  Faculty Of Pharmaceutical Sciences Osaka University

• IMANISHI Takeshi

  Faculty of Pharmaceutical Sciences, Osaka University

• Miyabe Hideto

  Faculty Of Pharmaceutical Sciences Osaka University

• Miyabe Hideto

  Kobe Pharmaceutical University

• Imanishi Takeshi

  Graduate Shool Of Pharmaceutical Sciences Osaka University

• Imanishi Takeshi

  Faculty Of Pharmaceutical Sciences Osaka University

• Miyabe H

  Kobe Pharmaceutical University

• MIYASHITA Kazuyuki

  Faculty of Pharmaceutical Sciences, Osaka University

• Imamura T

  Faculty Of Pharmaceutical Sciences Osaka University

• MIYASHITA Kazuyuki

  Graduate Shool of Pharmaceutical Sciences, Osaka University

• KONDOH Katsunori

  Faculty of Pharmaceutical Sciences, Osaka University

• TSUCHIYA Katsutoshi

  Faculty of Pharmaceutical Sciences, Osaka University

• Miyashita K

  Graduate Shool Of Pharmaceutical Sciences Osaka University

• Miyashita Kazuyuki

  Faculty Of Pharmaceutical Sciences Osaka University

• Kondoh Katsunori

  Faculty Of Pharmaceutical Sciences Osaka University

• Tsuchiya Katsutoshi

  Faculty Of Pharmaceutical Sciences Osaka University

関連論文

• Synthetic Studies on Aphidicolane and Stemodane Diterpenes. III.An Alternative Stereoselective Access to Aphidicolane-Type B/C/D-Ring System
• 61 アフィディコラン型およびステモダン型ジテルペンの合成研究(ポスター発表の部)
• スカベンジャー受容体ノックアウトマウスを用いたDNAの取り込み機構の解析
• スカベンジャーレセプターのα-ヘリカルコイルドコイルドメインの構造
• Synthetic Studies on Aphidicolane and Stemodane Diterpenes. II. Neighboring Hydroxyl Group Participation in Stereoselective Syntheses of Tricyclo[6.3.1.0^]dodecanes Corresponding to the B/C/D-Ring Systems
• Synthetic Studies on Spiroketal Natural Products. V. Total Synthesis of (+)-Talaromycin A and (-)-talaromycin B
• Synthetic Studies on Spiroketal Natural Products. IV.A Stereoselective Synthesis of (3S, 5S, 6R, 9R, R_S)-3-Benzyloxymethyl-9-hydroxymethyl-5-(p-tolyl)sulfinyl-1,7-dioxaspiro[5.5]undecane, a Key Intermediate for Talaromycins
• NMRによるTCBPのDNA結合ドメインの溶液構造解析
• Synthetic Study on Gymnomitrol. II. A Synthesis of (±)-Isogymnomitrol
• Synthetic Study on Gymnomitrol and Related Compounds. I.Preparation and Cyclopropane Ring Opening of 1,2,6-Trimethyltetracyclo[5.3.1.0^.0]undecan-9-one
• 7,7-Dimethyltricyclo[3.3.0.0^]octan-3-ones as Synthetic Intermediates. VI. An Improved Formal Synthesis of (±)-Descarboxyquadrone via Highly Regioselective Cyclopropane Ring Opening of Tricyclo[3.3.0.0^]octan-3-one
• Synthetic Studies on Securitinine and Related Compounds. I. Stereochemistries of the Catalytic Hydrogenation Products of 6-(4-Methoxy-2-pyridyl)-1,4-dioxaspiro [4,5] decan-6-ol
• Differential display法を用いた巨核球への分化誘導刺激に応答する遺伝子の探索
• Platelet Anti-aggregant Activity of 2,2-Dimethylthiazolidine Hydrochloride and 2-(4-Hydroxy-3-methoxyphenyl)thiazolidine
• Synthetic Studies on Quadrone. I. An Approach to the Synthesis of (±)-Quadrone(Organic,Chemical)
• A FORMAL TOTAL SYNTHESIS OF (±)-QUADRONE
• Asymmetric Desymmetrization of Prochiral 1,3-Diols via Diastereoselective C-O Bond Fission of Bicyclic Acetal Using a Chiral Sulfoxide as a Chiral Auxiliary
• Nucleotide Sequences of Membrane-Bound Hydrogenase Gene in Alcaligenes hydrogenophilus
• Synthetic Studies on Spirovetivane Phytoalexins. III. : A Total Synthesis of (±)-Lubiminol
• Synthetic Studies on Spirovetivane Phytoalexins. II. : Stereoselective Synthesis of (2RS, 5RS, 6SR, 8RS, 10SR)-6-Hydroxymethyl-8-methoxymethoxy-10-methyl-2-pivaloyloxyspiro[4.5]decane
• 16 Spirovetivane型Phytoalexin類の合成研究 : (±)-Lubiminolおよび(±)-oxylubiminの立体選択的全合成
• Synthetic Studies on Spirovetivane Phytoalexins. V. : A Stereoselective Total Synthesis of (±)-Oxylubimin
• Synthetic Studies on Spirovetivane Phytoalexins. IV. : A Stereoselective Synthesis of (±)-3-Hydroxysolavetivone
• 7,7-Dimethyltricyclo[3.3.0.0^]octan-r-ones as Synthetic Intermediates. V. : An Improved Synthesis of (±)-Pentalenene
• 7,7-Dimethyltricyclo[3.3.0.0^]octan-3-ones as Synthetic Intermediates. IV. : A Further Examination of Cyclopropane Ring Opening in the Tricyclo[3.3.0.0^]octan-3-one System
• Synthetic Studies on Spiroketal Natural Producys. III. : Enantioselective Synthesis of 1,6-Dioxaspiro[4.5]decane Compounds
• マクロファージスカベンジャー受容体の細胞質ドメインに存在するエンドサイト-シス等に関与する機能配列の探究
• 1,6-Asymmetric Induction by Reductive Acetal Cleavage of a Bicyclic Acetal Using a Sulfinyl Chiral Auxiliary
• 7,7-Dimethyltricyclo[3.3.0.0.^]octan-3-ones as Synthetic Intermediates. I. : Preparation and Cyclopropane Ring Opening of 7,7-Dimethyl-5-(2-propenyl)tricyclo[3.3.0.0^]octan-3-one
• Solid-Phase Tandem Radical Addition-Cyclization Reaction : Triethylborane-Induced Reaction of Oxime Ethers Anchored to Polymer Support
• Stannyl Radical Addition-Cyclization of Oxime Ethers Connected with Olefins
• 1,6-Asymmetric Induction Utilizing Asymmetric Desymmetrization by Diastereoselective C-O Bond Fission of the 4-Substituted Bicyclic Acetal : Application to a Synthesis of (-)-Frontalin
• Enhanced in Vitro Percutaneous Penetration of Salicylate by Ion Pair Formation with Alkylamines
• 40年間の化学研究生活を振り返って
• フォストリエシンおよび類縁天然物の合成研究
• ゲノム創薬の高機能性基盤素材としての新しいブリッジ型人工核酸BNA (特集/創薬化学創出へのアプローチ)
• 新規RNA型人工核酸
• 実験メソッド&マニュアル RNAi実験UPDATE(第5回)高機能化siRNAによる遺伝子発現抑制--BNAによるsiRNAの機能化
• 37 抗腫瘍性海洋天然物(±)-Spiroxin Cの全合成(口頭発表の部)
• アンチセンス技術のオーバービューとブリッジ型アンチセンス分子 (化学と生物学の接点がつくるNewバイオテクノロジー) -- (遺伝子発現をあやつる)
• 7 抗腫瘍性抗生物質Fostriecin(CI-920)およびその類縁体の全合成(口頭発表の部)
• アンチセンスBNAオリゴヌクレオチドを用いた遺伝子発現抑制
• ポスト・ゲノム時代に向けた新しい遺伝子治療薬の開発研究--アンチセンス・アンチジーン法の実用化に向けて
• NOVEL AND CHIRAL HANTZSCH-TYPE 1,4-DIHYDROPYRIDINES HAVING A p-TOLYLSULFINYL GROUP. SYNTHESIS AND BIOLOGICAL ACTIVITIES AS CALCIUM CHANNEL ANTAGONISTS
• マクロファ-ジとスカベンジャ-レセプタ- (Vascular Biology〔邦文〕)
• Hepatitis C virus core protein binds to a C-terminal region of NS5B RNA polymerase
• Syntheses and Properties of Novel Conformationally Restrained Nucleoside Analogues
• VXFD in the Cytoplasmic Domain of Macrophage Scavenger Receptors Mediates Their Efficient Internalization and Cell-Surface Expression
• Gene Transfer Mediated by YKS-220 Cationic Particles : Convenient and Efficient Gene Delivery Reagent
• Properties of Cationic Liposomes Composed of Cationic Lipid YKS-220 Having an Ester Linkage : Adequate Stability, High Transfection Efficiency, and Low Cytotoxicity
• Synthesis of Several 3-Substituted 2-Trifluoromethylindoles via Mannich Reaction of 2-Trifluoromethylindoles
• Stereospecific 4-Hydrogen Transfer in the Asymmetric Reduction Using(Ss)-3-(p-Tolylsulfinyl)-1, 4-dihydropyridines, NADH Model Compounds
• 7,7-Dimethyltricyclo[3.3.0.0^]octan-3-ones as Synthetic Intermediates. III. : Total Synthesis of (±)-Descarboxyquadrone
• 7,7-Dimethyltricyclo[3.3.0.0^]octan-3-ones as Synthetic Intermediates. II. : A Total Synthesis of (±)-Pentalenene, an Angular Triquinane Sesquiterpene
• A Novel Synthesis of Benzo[c]phenanthridine Skeleton and Biological Evaluation of Isoquinoline Derivatives
• Heterocycle Synthesis via Radical Addition-Cyclization of Oxime Ethers
• NOVEL AND REGIOSELECTIVE LITHIATION OF THE UNSYMMETRICAL HANTZSCH-TYPE 1,4-DIHYDROPYRIDINE BY PARTICIPATION OF THE NEIGHBORING SULFINYL GROUP
• Studies on Novel and Chiral 1,4-Dihydropyridines. I. Synthesis and Conformational Analysis of Novel NADH Model Compounds, N-Substituted (S)-3-(p-Tolylsulfinyl)-1,4-dihydropyridines
• Syntheses of Optically Active 1,4-Dihydropyridines Having a p-Tolylsulfinyl Group and Their Applications
• Synthesis of Aminocyclohexitol via Carbon-Carbon Bond-Forming Radical Cyclization of Oxime Ether
• Efficient α-Alkylation of α-Amino Acids by Means of a Novel Pyridoxal Model Compound
• Diastereoselective Solid-Phase Radical Addition to Oxime Ether Anchored to Polymer Support
• PB56 ASYMMETRIC SYNTHESIS OF SOME SPIROKETAL NATURAL PRODUCTS
• Novel and artificial RNAs

もっと見る 閉じる

スポンサーリンク