A NEW METHOD FOR INTRODUCING THE 2,2-DICHLOROETHYL GROUP AT THE 3 POSITION OP THE 2-QUINOLONE SYSTEM, AND THE SYNTHESIS OF DICTAMNINE(Communication to the Editor)
スポンサーリンク
概要
- 論文の詳細を見る
A novel method is described for the introducing the 2,2-dichloroethyl group at the 2-quinolone ring. The method from 4-substituted 2-quinolone consists of 1) photoadditlon of the quinolone to 1,1-dichloroethylene, 2) base treatment of the cross adduct giving a bicyclobutane, and 3) conversion of the latter to the final product with hydrogen chloride. By applying this reaction to 4-methoxy-2-quinolone, a short-step synthesis of dictamnine is accomplished.
- 公益社団法人日本薬学会の論文
- 1987-03-25
著者
-
佐藤 雅之
静岡県立大学薬学部
-
金子 主税
Faculty Of Pharmaceutical Sciences Kanazawa University
-
金子 主税
Pharmaceutical Institute Medical Faculty University Of Tokyo
-
佐藤 雅之
Pharmaceutical Institute, Tohoku University
-
川上 勝浩
Pharmaceutical Institute, Tohoku University
-
川上 勝浩
Pharmaceutical Institute Tohoku University
-
金子 主税
Pharmaceutical Institute Tohoku University
関連論文
- アミノ酸誘導体に関する研究-6-メトキシメチレンメルドラム酸とアミノ酸誘導体との反応
- A Novel Synthesis of β-Ketothioesters
- A Novel Synthetic Method for Tetronic Acids from 1,3-Dioxin-4-ones via Intra- or Intermolecular Ketene Trapping
- Synthesis of 1,3-Dioxin-4-ones and Their Use in Synthesis. XVIII. : Synthesis of Azetidin-2-ones from 1,3-Dioxin-4-ones via 3-Hydroxycarboxamides
- Studies on Amino Acid Derivatives. IX. : Synthesis of Chiral Penam-3-carboxylic Acid and Its Substituted Derivatives
- REDUCTION OF OXIMES OF α-SUBSTITUTED β-KETOESTERS WITH SODIUM CYANOBOROHYDRIDE : STEREOSELECTIVE SYNTHESIS OF 3,4-CIS-SUBSTITUTED AZETIDIN-2-ONES(Communications to the Editor)
- Entstehung von 3-Hydroxyderivaten bei der N-Oxydierung der Chinolinderivate mittels Wasserstoffperoxyds in Eisessig-Losung.
- Chiral Synthesis of Erythrina Alkaloids. I. Total Synthesis of (+)-Erysotrine via Asymmetric Diels-Alder Reaction under High Pressure
- Cycloadditions in Syntheses. XXXVII. : Syntheses of 6-Trifluoromethyl-1,2,4-triazines and -1,2,4-triazin-5-ones and Their Pericyclic Reactions with Olefins
- Cycloadditions in Syntheses. XXXI. 2+2 Photocycloaddition of 3-Trifluoromethyl Derivatives of Quinoxalin-2(1H)-one and 1,4-Benzoxazin-2-one to Olefins : Effects of the Trifluoromethyl Group(Organic,Chemical)
- DOUBTS ABOUT THE LIBIT'S METHOD FOR THE SYNTHESIS OF THE "COREY"INTERMEDIATE USING PHOTOCYCLOADDITION AS A KEY STEP
- 菌類代謝産物の研究(第6報)Skyrinの構造について その2
- Endothianin及びRadicalisinのSkyrin及びRugulosinとの同定並びにSkyrinの構造について
- Photoaddition of 2-Quinolone and 2-Pyridone Derivatives to Diketene : On the Regioselectivity of the Photoaddition
- Studies on Ketene and Its Derivatives. XCV. Reaction of Diketene with Acyl Azides
- Reaction of Diketene-Acetone Adduct with Enamines, Ketene Acetals, Vinyl Ethers, and β-Diketones
- Studies on Ketene and Its Derivatives. CXVIII. Nickel- or Palladium-Catalyzed Reaction of Diketene with Organometallics. Synthesis of 3-Substituted 3-Butenoic Acids
- STUDIES ON KETENE AND ITS DERIVATIVES. CXV. REACTION OF DIKETENE WITH ORGANOMETALLICS IN THE PRESENCE OF THE NICKEL- OR PALLADIUM-PHOSPHINE COMPLEX
- REACTION OF METHANE WITH MOLECULAR FLUORINE : AN AB INITIO MO STUDY
- 私と光化学反応
- 創薬と薬の正確・安全な適用を薬学の二大目標とする立場から("薬学の基礎"の概念)
- hPIV-1シアリダーゼ阻害活性をもつシアル酸誘導体の合成研究
- 研究開発情報 フルオラス・タグ法による抗シアリダーゼ活性をもつシアル酸誘導体の効率的合成研究
- WHY MOLECULAR FLUORINE ADDS TO ETHYLENES IN A CIS FASHION
- The Chemistry of Indoles. XIII. Syntheses of Substituted Indoles carrying an Amino, Nitro, Methoxycarbonyl, or Benzyloxy Group at the 4-Position and Their 1-Hydroxy Derivatives
- P2-101 水道水中の変異原物質MXの付加体形成に関する研究(環境変異原)
- ケテン化学の新展開:α-オキソケテンの合成と反応
- Addition of Molecular Fluorine to Azlactones : General Synthetic Method of erythro-β-Fluorinated α-Amino Acids
- Use of 1,3-Dioxin-4-ones and Related Compounds in Synthesis. XLIV. Asymmetric Aldol Reaction of 4-Trimethylsiloxy-6-methylene-1,3-dioxines : Use of Tartaric Acid-Derived (Acyloxy)borane Complex as the Catalyst
- Facile Synthesis of 5α-Fluorocholestan-3-one from 4-Cholesten-3-one via Molecular Fluorine Addition and Reductive Defluorination
- Use of 1,3-Dioxin-4-ones and Related Compounds in Sythesis. XXXVIII. Use of 1,3-Dioxin-4-ones Having a Fluorine or Trifluoromethyl Group at the 5-Position as _π2 Components in [2+2]-Photocycloaddition and Diels-Alder Reactions
- l-MENTHYL (2S)-2-PHENYL-3-(p-ANISYL)-(5Z)-BENZYLIDENE-4,6-DIOXO-1,3-OXAZINE-2-CARBOXYLATE : A NEW CHIRAL HETERODIENE AND MICHAEL ACCEPTOR
- Synthesis of 1,3-Dioxin-4-ones and Their Use in Synthesis XX. : (6S, 7S, 10R)- and (6R, 7S, 10R)-7-Isopropyl-10-mythyl-4-oxo-1,5-dioxaspiro[5.5]undec-2-enes; Synthesis and Their Use in Enantiomerically Pure Corey Lactone Analogue Synthesis
- Synthesis of 1,3-Dioxin-4-ones and Their Use in Synthesis. XVII. : Chiral Spirocyclic 4-Oxo-1,3-dioxin-5-carboxylates : Asymmetric Synthesis of Carbocyclic C-Nucleoside Precursors
- Synthesis of Nucleosides and Their Related Compounds. XII. : Menthyl 2,4-Dioxo-1,3-oxazine-5-carboxylates : New Dienophiles for the Asymmetric Diels-Alder Reaction Directed towards Synthesis of Carbocyclic C-Nucleosides
- Synthesis of 1,3-Dioxin-4-ones and Their Use in Synthesis.XVI. : 4-Oxo-1,3-dioxin-5-carboxylic Acids and Related Compounds : Versatile Synthetic Intermediates for the Synthesis of 6-Unsubstituted Six-Membered Heterocyclic Compunds
- キラルな1,3-ジオキシン-4-オン類の不斉有機合成への利用
- 1,3-ジオキシン-4-オン類の合成と有機合成への応用 : 最近の進歩
- A NEW METHOD FOR INTRODUCING THE 2,2-DICHLOROETHYL GROUP AT THE 3 POSITION OP THE 2-QUINOLONE SYSTEM, AND THE SYNTHESIS OF DICTAMNINE(Communication to the Editor)
- Cycloadditions in Syntheses. XXXII. Intramolecular Photocycloaddition of 4-(ω-Alkenyloxy)quinolin-2(1H)-one: Synthesis of 2-Substituted Cyclobuta[c]quinolin-3(4H)-ones(Organic,Chemical)
- Chemical Reactions of Bikaverin
- SELECTIVE PROTECTION OF THE PRIMARY HYDROXYL GROUPS OF OXETANOCIN A AND CONFORMATIONAL ANALYSIS OF O-PROTECTED OXETANOCIN A
- EXPLANATION FOR STEREOSELECTIVITY OF THS CIS-DIHYDROXYLATION OF CIS-3,5-DISUBSTITUTED CYCLOPENTENES
- Synthesis of Nucleosides and Related Compounds. XXXIV. Synthesis of 5-Isonitroso-1,3-dioxane-4,6-diones and Their Reactions
- Synthesis of Nucleosides and Related Compounds. XXXI. Resolution of 9-[c-4,t-5-Bis(hydroxymethyl)cyclopent-2-en-r-1-yl]-9H-adenine [(±)-BCA] by Means of High-Pressure-Mediated Deamination with Adenosine Deaminase
- A NOVEL THREE-CARBON ANNELATION METHOD FOR PYRIDINE DERIVATIVES
- A NOVEL PHOTOCHEMICAL PRENYLATION REACTION OF HETEROAROMATICS INVOLVING AN ENONE FUNCTION IN THEIR RING SYSTEM
- Cycloadditions in Syntheses. VIII. Synthesis of 1,2-Dihydrocyclobuta [c]-pyridine and -quinoline and Their 3-Substituted Derivatives
- 1,2-Dihydrocyclobuta [c] quinoline
- A Photochemical Synthesis of 1,2,3,4,5,6-Hexahydro-1-benzazocine-2,6-diones from 4-Hydroxy-2-quinolones
- The Convenient Synthesis of 25-Hydroxycholesterol
- Synthesis of 1α, 24 (R)- and 1α, 24 (S)-Dihydroxycholesterol from Cholic Acid Derivatives
- Photolysis of 2-(Trifluoromethyl) quinoline 1-Oxides and 1-(Trifluoromethyl) isoquinoline 2-Oxide
- Synthese von Derivaten der Cinchona-Alkaloide. XXXIII. Synthese von 2'-Cyanoderivaten der Alkaloide der Chinin-Reihe
- Uber eine modifizierte Reissert'sche Reaktion in der Chinolin-1-oxid-Reihe.
- Uber eine neue Nitrierung des Chinolin-1-oxides. (4).
- Polarisation der Heterozyklischen Ringe mit aromatischem Charakter. CXXXVII. Bemerkung zur Nitrierung des Pyridin-1-oxydes mittels Acylnitrates und uber 3,5-Dinitropyridin-1-oxyd.
- Uber 2-Hydroxychinolin-1-oxyd.
- Uber eine neue Nitrierung des Chinolin-1-oxydes. (3).
- Nitrierung des 6-Methyl-und 3-Bromchinolin-N-oxydes mit Benzoylnitrat.
- Uber eine neue Nitrierung des Chinolin-N-oxydes. (2).
- Polarisation der heterozyklischen Ringe mit aromatischem Charakter. CXV. Uber eine neue Nitrierung des Chinolin-N-oxydes.
- Studies on Amino Acid Derivatives. V. Synthesis of Pyridobenzazoles
- A SIMPLE METHOD FOR SYNTHESIZING 7-OXO-4-THIA-1-AZABICYCLO [3. 2. 0]-HEPTANE AND ITS 6-METHYL DERIVATIVES FROM ETHYL CYANOACETATE
- Photoaddition of 4(3H)-Quinazolinone Derivatives to Olefins : Effects of the 2-Substituent
- Synthesis of β-Ketocarboxamide Derivatives Using 2,2-Dimethyl-2H, 4H-1,3-dioxin-4-ones
- Reaction of 2,2-Dimethyl-1,3-dioxin-4-ones with Imines, Carbodiimides, and Isocyanates
- Reaction of 2,2,6-Trimethyl-1,3-dioxin-4-one with Imines
- Synthesis of 1,3-Dioxin-4-one Derivatives
- Novel Annelation Method to Pyridine and Isoquinoline by Photochemical Means
- Synthesis of N-Acylacetoacetamide using 2,2,6-Trimethyl-1,3-dioxin-4-one
- Studies on Ketene and Its Derivatives. CV. Photoreaction of Diketene with sec-Alcohols
- Synthesis of Methylpyridine Derivatives. XXXIV. Condensation of Acetoacetamide with Ketones to form Pyridone Derivatives
- Studies on Ketene and Its Derivatives. XCII. Reaction of Diketene with Benzaldehyde, Cinnamaldehyde, and β-Phenylcinnamaldehyde
- Studies on Ketene and Its Derivatives. LXXXVII. Photoreaction of Diketene with 3-Acetoxy-5,5-dimethyl-2-cyclohexenone
- Studies on Ketene and Its Derivatives. LXIX. Reaction of Diketene with Hydrazobenzenes
- Studies on Ketene and Its Derivatives. LXVII. Photoreaction of Benzophenone and Benzaldehyde with Diketene
- ケテンおよびその誘導体の研究(第52報)ジケテンとα(β)-アミノニトリルとの反応
- ケテンおよびその誘導体の研究(第51報))α-アミノ酸アミドとジケテンとの反応
- NOVEL METHODS FOR INTRODUCING A TWO-CARBON UNIT AT EITHER THE 3- OR 4-POSITION OF THE ISOQUINOLONE RING BY MEANS OF PHOTO[2+2]CYCLOADDITION REACTION
- Synthesis of 1,3-Dioxin-4-ones and Their Use in Synthesis. XIII. : Synthesis of 5-Halo-1,3-dioxin-4-ones and Their Conversion to 5-Alkyl Derivatives
- Cycloadditions in Syntheses. XXVI. : 1,2-Dihydrocyclobuta[b]-naphthalene-3,8-diones : Synthesis by Photochemical Means and Their Reactions via 2,3-Dimethylene-1,4-dioxo-1,2,3,4-tetrahydronaphthalenes
- Synthesis of 1,3-Dioxin-4-ones and Their Use in Synthesis. XI. : 2,2-Dimethyl-1,3-dioxin-4-one as a Synthetic Equivalent of Formylketene : Synthesis of Heterocyclic Compounds
- Cycloadditions in Syntheses. XXIV. 1,2-Dihydrocyclobut [c] isoquinoline
- Reaction of 2,2,6-Trimethyl-1,3-dioxin-4-one with Isoquinolinium and Pyridinium Ylides
- 1, 3-ジオキシン-4-オン誘導体の合成とその有機合成への利用
- Studies on the N-Oxides of π-Deficient N-Heteroaromatics. XXXIV. A Novel Synthesis of Substituted Indoles by Photochemical Ring Contraction of 3,1-Benzoxazepines
- Ring Contraction Reactions of Methyl Quinoline 1-Oxide 5-Carboxylates via the Corresponding Benz [d]-1,3-oxazepines. A Facile Synthesis of Methyl Indole 4-Carboxylate and Its Derivatives
- 3-Sulfolene as an Alternative Reagent for Sulfur Dioxide
- Photochemical Reactions of 6-Cyanophenanthridine 5-Oxide
- Studies on the N-Oxides of π-Deficient N-Heteroaromatics. XXXVI. Photochemical and Thermal Michael Reactions of Alcohols with Methyl 2-Phenyl-3,1-benzoxazepine-5-carboxylate and Its Derivatives
- α, β-不飽和カルボニル基を内蔵する複素芳香環化合物とアルケン類との光2+2付加体におけるC-C結合の開裂反応
- INTRODUCTION OF A FUNCTIONALIZED CARBON CHAIN AT THE 3-POSITION OF 4-METHOXY-2-QUINOLONES VIA PHOTOCHEMICAL 2+2 CYCLOADDITION TO ALKYNES AND THE SYNTHESIS OF (±)-EDULININE
- A METHOD OF SYNTHESIZING 8-OXOPROTOBERBERINE DERIVATIVES INVOLVING A NOVEL PHOTOARYLATION OF 3-CHLORO-1-ISOQUINOLONES
- Intermolecular Photochemical Cycloaddition of 4-Methoxy-2-quinolone with Olefins : A Regioselective Synthesis of 5-Substituted Cyclobuta [c]-2-quinolones
- A Novel Synthesis of Revenine and Related Alkaloids by Means of a Photo-rearrangement Reaction of 4-Alkoxy-2-methylquinoline 1-Oxides
- 光化学的周辺環状反応を用いる生理活性化合物の合成
- SYNTHETIC STUDY DIRECTED TOWARD CYCLOPIAZONIC ACID
- The Chemistry of Indoles. XII. A Facile Route to 5-Nitroisocoumarins and Methyl Indole-4-carboxylate
- Reaction of 2,2-Dimethyl-1,3-dioxin-4-one Derivatives with Pyridinium (Isoquinolinium) Methylides and Cyano Compounds