Photoaddition of 2-Quinolone and 2-Pyridone Derivatives to Diketene : On the Regioselectivity of the Photoaddition

スポンサーリンク

概要

• 論文の詳細を見る

• Photoaddition of 2-pyridones and 2-quinolones to diketene or allene gave the head-to-tail adducts, irrespective of the kind of 4-substituent. Therefore, the adducts obtained by the photoaddition of 2-quinolone, 4-methyl-2-quinolone, and their 1-methyl derivatives to diketene (previously assigned as having the head-to-head structure) have now been determined to have the head-to-tail structure. The stereochemistry of the adducts derived from these 2-quinolones and diketene was determined by X-ray crystallographic analysis and nuclear magnetic resonance spectroscopy.

• 社団法人日本薬学会の論文
• 1984-12-25

著者

• 金子 主税

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 千葉 卓男

  Pharmaceutical Institute, Tohoku University

• 千葉 卓男

  Pharmaceutical Institute Tohoku University

• 加藤 鉄三

  東北大学 薬

• 加藤 鐵三

  Pharmaceutical Institute. Tohoku University

• 下村 直之

  Tsukuba Research Laboratories, Eisai Co., Ltd.,

• 吉田 亜登美

  Research Institute, Daiichi Seiyaku Co., Ltd.

• 諸井 黎明

  Research Institute, Daiichi Seiyaku Co., Ltd.

• 下村 直之

  Faculty of Pharmaceutical Sciences, Kanazawa University

• 百瀬 祐

  Faculty of Pharmaceutical Sciences, Kanazawa University

• 内藤 俊彦

  Faculty of Pharmaceutical Sciences, Kanazawa University

• 下村 直之

  Tsukuba Research Laboratories Eisai Co. Ltd.

• 百瀬 祐

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 加藤 鉄三

  Pharmaceutical Institute. Tohoku University

• 金子 主税

  Pharmaceutical Institute Tohoku University

• 諸井 黎明

  Developmental Research Laboratories Daiichi Pharmaceutical Co. Ltd.

• 吉田 亜登美

  Research Institute Daiichi Seiyaku Co. Ltd.

• Moroi R

  Developmental Research Laboratories Daiichi Pharmaceutical Co. Ltd.

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.
• 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
• Studies on Ketene and Its Derivatives. XCV. Reaction of Diketene with Acyl Azides
• 1,3-Oxazine化学の最近の進歩 (ヘテロ環の化学-5-)
• Synthesis of Methylpyridine Derivatives. XXX. Reaction of Active Methylene Compounds with 6-Methyl-2-phenyl-4H-1,3-oxazin-4-one and 2-Ethoxy-2,6-dimethyl-2H-1,3-oxazin-4 (3H)-one to give 3-Acetylpyridone Derivatives
• Keteneおよびその誘導体の研究(第65報)KeteneとKetene Acetalとの反応
• Keteneおよびその誘導体の研究(第61報)第一アミンとChloroketene Diethylacetalとの反応
• Keteneおよびその誘導体の研究(第59報)5-Acetyl-2,6-dimethyl-4(3H)-pyrimidoneの閉環反応
• Studies on Ketene and Its Derivatives. LVII. Reaction of Diketene with β-Diketones
• Keteneおよびその誘導体の研究(第55報)第一アミンとKetene Acetalとの反応
• Studies on Ketene and Its Derivatives. LIV. Reaction of Diketene with Ketene Acetals
• ケテンおよびその誘導体の研究(第50報)脂肪族イミドエステルとジケテンとの反応
• Keteneおよびその誘導体の研究(第42報) : 1-Acetoacetylaziridine誘導体の環拡大反応
• 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
• ケテンおよびその誘導体の研究(第104報)3-アミノクロトンアミド誘導体とジケテンとの反応
• ジケテンのエキソメチレン二重結合の新しい付加反応
• ケテンおよびその誘導体の研究(第99報)ジケテンとイソキノリンとの反応(補遺)
• Studies on Ketene and Its Derivatives. XCVII. Photoreactions of Diketene with Maleic Anhydride and Dimethylmaleic Anhydride
• Isoquinolinium MethylidesとKetone類との反応
• Studies on Ketene and Its Derivatives. XCVI. Synthesis of Pyrido [2,1-b] benzoazoles
• Reaction of Ethyl Acetoacetate with Isoquinolinium and Pyridinium Ylides
• Synthesis of Methylpyridine Derivatives. XXXII. Reaction of Pyridine, Quinoline, and Isoquinoline with 4-Bromoacetoacetic Acid Derivatives and Synthesis of Indolizine Derivatives
• Reaction of Diazomethane with 2-Acetyl-5,5-diphenyl-2,4-pentadienoic Acid and Related Compounds
• Studies on Ketene and Its Derivatives. LXXXIV. Reaction of Diketene with Tetrazole Derivatives
• Studies on Ketene and Its Derivatives. LXXVII. Reaction of Diketene with Pyridineformimidates and Related Compounds to give 1,3-Oxazin-4-one Derivatives
• Studies on Ketene and Its Derivatives. LXXV. Reaction of Diketene with N-Benzylacetimidate and Lactim Ethers to give 1,6-Naphthyridine Derivatives
• 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)
• 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
• 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
• 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
• 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)
• Reaction of β-Aminocrotonamide with N-Acylated Amino Acid Esters to give 2-Acylaminoalkyl-6-methylpyrimidin-4 (3H)-ones and Their Ring Closure with Polyphosphoric Acid (PPA)
• Ring Transformation of 5-Oxo-4-oxaspiro [2.3] hexanes
• Studies on Ketene and Its Derivatives. XCIV. Reaction of Diketene with Diazoacetone and 2-Diazoesters
• ドクササコの有毒成分とその薬理作用
• Chemical Reactions of Bikaverin
• 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
• Studies on Amino Acid Derivatives. IV. Synthesis of 3-Amino-2 (1H)-pyridone Derivatives Using 4-Ethoxymethylene-2-phenyl-5-oxazolone
• Photoaddition of 4(3H)-Quinazolinone Derivatives to Olefins : Effects of the 2-Substituent
• Synthesis of Methylpyridine Derivatives. XXVII. Synthesis of 1,3-Disubstituted-4-oxo-quinolizine and 2,4-Disubstituted-1-oxo-benzo [c] quinolizine Derivatives
• 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
• ジケテンのエキソメチレンニ重結合の新しい付加反応
• メチルピリジン誘導体の合成(第24報) : Methyl Pyridyl Ketone Oximeおよびそれらの1-OxideのBeckmann転位
• Benzoylpyridine OximeおよびそれらのN-OxideのBeckmann転位
• 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
• SYNTHETIC STUDY DIRECTED TOWARD CYCLOPIAZONIC ACID
• The Chemistry of Indoles. XII. A Facile Route to 5-Nitroisocoumarins and Methyl Indole-4-carboxylate
• Keteneおよびその誘導体の研究(第29報) : Quinolizine誘導体の合成

もっと見る 閉じる

スポンサーリンク