Studies on Amino Acid Derivatives. V. Synthesis of Pyridobenzazoles

スポンサーリンク

概要

• 論文の詳細を見る

• Ethyl 2-benzimidazoleacetate (2a) reacted with 4-ethoxymethylene-2-phenyl-5-oxazolone (1) to give 2-benzamido-4-ethoxycarbonyl-1-oxo-1,5-dihydropyrido [1,2-α] benzimidazole (5a). Similar reactions of ethyl 2-benzoxazoleacetate (3a) or ethyl 2-benzothiazoleacetate (4a) with compound 1 gave the corresponding pyridobenzazoles, i.e., pyrido [2,1-b] benzoxazole (6a) and pyrido [2,1-b]-benzothiazole (7a), respectively. 2-Cyanomethyl-(2b, 3b, and 4b) and 2-acetonyl-benzazole derivatives (2c, 3c, and 4c), if used in the above reactions instead of 2-ethoxycarbonyl derivatives (2a, 3a, and 4a), gave the corresponding pyridobenzazole derivatives (5b, 6b, 7b, 5c, 6c, and 7c).

• 公益社団法人日本薬学会の論文
• 1985-09-25

著者

• 高橋 工

  Pharmaceutical Institute Tohoku University

• 金子 主税

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 金子 主税

  Pharmaceutical Institute Medical Faculty University Of Tokyo

• 千葉 卓男

  Pharmaceutical Institute, Tohoku University

• 千葉 卓男

  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)
• アミノ酸誘導体に関する研究(第3報)アセトアセチルアミノ酸を用いるトリペプチドおよびテトラペプチドの簡易合成
• ケテンおよびその誘導体の研究(第120報)アセトアセチルアミノ酸誘導体を用いるアセチルジペプチドの合成
• 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. CXVI. Some Reactions of 3-Oxocyclobuta[c]quinoline-2-spiro-2'-oxetane : [4+2]Cycloaddition via ortho-Azaquinodimethane
• Synthesis of Ethyl 2-Thioxo (and 2-Methylene) thiazoline-4-acetates
• Reaction of Ethyl 4-Bromoacetoacetate with Carbon Disulfide and Active Methylene Compounds
• Neighboring Group Participation of the N-Oxide Group in the Reaction of Methyl 1-Oxido-2-pyridyl Ketone Oxime with Tosyl Chloride
• Reaction of 4-Haloacetoacetate with Phenols in the Presence of Aluminum Chloride
• Studies on Ketene and Its Derivatives. CVII. Photoreaction of Diketene with 6-Methyluracil
• Studies on Ketene and Its Derivatives. CVI. Photoreaction of Diketene with N-Phenylmaleimide and Dimethyl-N-phenylmaleimide
• Studies on Ketene and Its Derivatives. CII. Reaction of Diketene with Cyanamide Derivatives
• アセトアセトアミド誘導体を用いたBiginelli反応
• Studies on Ketene and Its Derivatives. XCVI. Synthesis of Pyrido [2,1-b] benzoazoles
• Reaction of Ethyl Acetoacetate with Isoquinolinium and Pyridinium Ylides
• 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)
• 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
• 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
• 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)
• 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
• Synthesis of Nucleosides and Related Compounds. XXVI. The Difference in Effects between High Pressure and LiClO_4 for the Diels-Alder Reaction of Cyclopentadiene with Methylenemalonates or O-Acetylisonitrosomalonates
• The Alkylation of 6-Chloropurine with Alcohols by Mitsunobu Reaction
• Synthesis of Nucleosides and Related Compounds. XXII. Carbocyclic Analogues of Thymidine and Related compounds from 2-Azabicyclo[2.2.1]hept-5-en-3-ones
• Synthesis of Carbocyclic Nucleosides from 2-Azabicyclo[2.2.1]hept-5-en-3-ones : Sodium Borohydride-Mediated Carbon : Nitrogen Bond Cleavage of Five- and Six-Membered Lactams
• Synthesis of Nucleosides and Related Compounds. XVII. Dialkyl 1,3-Dithiethan- and 1,3-Dithiolan-2-ylidenemalonate S-Oxides : Equivalents to Dialkoxycarbonylketenes
• SYNTHESIS OF 9-(t-2,c-3-DIHYDROXYMETHYL-r-1-CYCLOPROPYL)-9H-ADENINE (A LOWER METHYLENE HOMOLOG OF CARBOCYCLIC OXETANOCIN) AND RELATED COMPOUNDS
• HIGHLY STEREOSELECTIVE SYNTHESIS OF CARBOCYCLIC ANALOGUES OF OXETANOCIN
• 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
• Synthesis of Nucleosides and Related Compounds. XIV. : Diels-Alder Reaction of Di-l-menthyl Acetoxymethylenemalonate with Cyclopentadiene : Effects of High-Pressure and Catalysts upon Asymmetric Induction
• Titanium Tetrachloride-Mediated Diels-Alder Reactions of Cyclopentadiene with Di-l-menthyl Methylenemalonate and Its Acetoxy Derivative as New Chiral Dienophiles for Asymmetric Induction
• 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
• Studies on Amino Acid Derivatives. IV. Synthesis of 3-Amino-2 (1H)-pyridone Derivatives Using 4-Ethoxymethylene-2-phenyl-5-oxazolone
• SYNTHESIS OF 4-TRIFLUOROMETHYLAZETIDIN-2-ONES BY A NOVEL 2+2 PHOTOCYCLOADDITION OF 3-TRIFLUOROMETHYL-QUINOXALIN-2-ONE OR-1,4-BENZOXAZIN-2-ONE TO KETENE
• Photoaddition of 4(3H)-Quinazolinone Derivatives to Olefins : Effects of the 2-Substituent
• Novel Annelation Method to Pyridine and Isoquinoline by Photochemical Means
• Photochemical [2+2] Cycloreversion Reactions of 1,2,2a, 8b-Tetrahydrocyclobuta [c] isoquinolin-4 (3H)-ones
• 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
• 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
• Cycloadditions in Syntheses. LII. Stereochemical Pathways of 1-Isoquinolone-Chloroehylene Photo[2+2]cycloaddition : Determination of Regio- and Stereostructures of the Products and Explanation for Their Formation
• 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
• FACILE SYNTHESIS OF THE CARBOCYCLIC ANALOGUE OF β-RIBOFURANOSYL-MALONATE, NEW SYNTHON FOR CARBOCYCLIC C-NUCLEOSIDE FORMATION BY RETROGRADE ALDOL C-C BOND FISSION
• SYNTHETIC STUDY DIRECTED TOWARD CYCLOPIAZONIC ACID
• The Chemistry of Indoles. XII. A Facile Route to 5-Nitroisocoumarins and Methyl Indole-4-carboxylate

もっと見る 閉じる

スポンサーリンク