Michael Reactions of 3-Acylmethyleneoxindoles with Active Methylene Compounds
スポンサーリンク
概要
- 論文の詳細を見る
3-Acylmethyleneoxindoles (Ia-d) reacted with active methylene compounds (IIa-d) in EtOH, in the presence of NaOC_2H_5 as a catalyst at room temperature, to afford the corresponding normal Michael adducts (IIIa-f). The reactions of Ia with IIa, Ic with IIa and Id with IIa in EtOH under reflux, in the presence of Et_2NH as a catalyst, produced the corresponding 2', 4'-substituted 3-(5'-amino-2'H-furan-3'-ylidene) oxindoles (IVa-c), while the reactions of Ib with IIa, Ib with IIb and Ic with IIb afforded the 2', 4'-substituted 3-(5'-amino-3'-furyl) oxindole compounds (Va-c), respectively. The Michael adducts (IIIa-c), on being refluxed in EtOH with base catalyst, gave IVa, Vb and IVb, respectively, in high yields, whereas IIId-f did not change at all. X-Ray crystallographic analyses of IVb and Vb were performed.
- 社団法人日本薬学会の論文
- 1985-02-25
著者
-
河合 賢一
Faculty of Pharmaceutical Sciences, University of Tokyo
-
乙益 寛隆
Hoshi College of Pharmacy
-
河合 賢一
Faculty Of Pharmaceutical Sciences Hoshi University
-
東山 公男
Faculty of Pharmaceutical Sciences, Hoshi University
-
乙益 寛隆
Faculty of Pharmaceutical Sciences, Hoshi University
-
長瀬 弘昌
Faculty of Pharmaceutical Sciences, Hoshi University
-
山口 良二
Faculty of Pharmaceutical Sciences, Hoshi University
-
長瀬 弘昌
Faculty Of Pharmaceutical Sciences:hoshi University
-
山口 良二
星薬科大学
-
乙益 寛隆
Faculty Of Pharmaceutical Sciences Hoshi University
-
東山 公男
星薬科大学医薬品化学研究室
-
東山 公男
Faculty Of Pharmaceutical Science Hoshi University
関連論文
- Chemical Studies on the Oriental Plant Drugs. XXVII. The Acid Catalyzed Reactions and the Absolute Configuration at C_ of Dammarane Type Triterpenes
- The Glycosides of Martynia louisiana MILL. A New Phenylpropanoid Glycoside, Martynoside
- Isolation and Structures of Antibacterial Binaphtho-α-pyrones, Talaroderxines A and B, from Talaromyces derxii
- STRUCTURE REVISION OF MYCOTOXIN, VIRIDITOXIN, AND ITS DERIVATIVES
- Structures of a New Dihydroxanthone Derivative, Nidulalin A, and a New Benzophenone Derivative, Nidulalin B, from Emericella nidulans
- ABSOLUTE STRUCTURE OF (+)-13β-HYDROXYMAMANITE, A POSSIBLE METABOLINE OF (-)-BAPTIFOLINE
- 1,3-Dipolar Cycloaddition Reactions of Thiazolo[5,4-d]pyrimidine 1-0xides with Acetylenic Esters Involving New Ring Transformations of the Thiazole Nucleus(Organic,Chemical)
- A Stereoselective Synthesis of the A, B, C-Ring System of a Triterpene, Pollinastanol
- Michael Reactions of 4-Acylmethylene-1,3 (2H, 4H)-isoquinolinediones with Malononitrile
- Michael Reactions of 3-Acylmethyleneoxindoles with Active Methylene Compounds
- Stereoselective Reduction of (S)-4-Isopropyl-3-phenacyl-1,3-oxazolidin-2-one by Means of 1,4-Asymmetric Induction : Synthesis of Chiral 2-Amino-1-phenylethanols
- Synthetic Study of the Ginseng Sapogenins : Preparation of Dammarenediol-II and Remote Oxidation of Dammaranediols with Photoexcited Nitrobenzene Derivatives
- Isolation and Structures of Two New Indoloditerpenes Related to Aflavinine from a Microsclerotium-Producing Strain of Aspergillus flavus
- A New Azaphilone, Falconensin H, from Emericella falconensis
- Falconensins A, B, C, and D, New Compounds Related to Azaphilone, from Emericella falconensis
- Structures of New Indoloditerpenes, Possible Biosynthetic Precursors of the Tremorgenic Mycotoxins, Penitrems, from Penicillium crustosum
- Sterochemistry of an 18,22-Cyclosterol, Mer-NF8054X, from Emericella heterothallica and Aspergillus ustus
- Structures of Novel Epipolythiodioxopiperazines, Emethallicins B, C, and D, Potent Inhibitors of Histamine Release, from Emericella heterothallica
- Structure of a Novel Epidithiodioxopiperazine, Emethallicin A, a Potent Inhibitor of Histamine Release, from Emericella heterothallica
- Studies on Fungal Products. XVIII. : Isolation and Structures of a New Fungal Depsidone Related to Nidulin and a New Phthalide from Emericella unguis
- Studies on Fungal Products. XVI. : New Metabolites Related to 3-Methylorsellinate from Aspergillus silvaticus
- THREE NOVEL CYCLOLANOSTANOL XYLOSIDES FROM CIMICIFUGA RHIZOME
- Electrochemical Methoxylation of Arylacetates
- A New Lignan, (-)-Berchemol, from Berchemia racemosa
- A Novel Electrochemical Synthesis of Ureides from Esters
- Isolation of a New Tremorgenic Indologiterpene, 1'-O-Acetylpaxilline, from Emericella striata and Distribution of Paxilline in Emericella spp.
- A Novel Electrochemical Method of Acetylation of Alcohols by Methyl Acetate(Organic,Chemical)
- Studies on Fungal Products. XI. Isolation and Structures of Novel Cyclic Pentapeptides from Aspergillus sp. NE-45(Organic,Chemical)
- アンモニアの吸光光度定量法(第2報) : グアヤコールを用いたアンモニアの新吸光光度定量法
- Diastereoselective Addition of Chiral Aliphatic Imines and 2-Alkyl-1,3-oxazolidines to Organometallic Reagents
- Highly Diastereoselective Reaction of Chiral o-[2-(1,3-Oxazolidinyl)]benzaldehydes with Alkylmetallic Reagents : Synthesis of Chiral 3-Substituted Phthalides
- Organometallic Reactions Characteristic of Chiral Heterocyclic Compounds : Synthesis and Stereoselective Grignard Reaction of Chiral 4-Oxa, -7,7a-diazaperhydroindans
- The Remarkable Effect of Titanium Tetraisopropoxide in Diastereoselective Reaction of Carbaldehydes with Chiral Benzenesulfonamide Lithium Complexes
- Highly Diastereoselective Reaction of (3aS, 6R)-5-Oxa-7,8a-diazaperhydroazulen-8-ones with Diethylzinc
- The Absolute Configuration and Stereoselective Grignard Reaction of N-Substituted 4-Phenyl-1,3-oxazolidines
- Diastereoselective 1,6-Asymmetric Induction to Obtain Chiral 4-Hydroxyethylaminobutanones by Using Methyltitanium Triisopropoxide
- Enantioselective Reaction of Aldehydes with Chiral Alkyltitanium Ate-Complexes
- Enantioselective Carbon-Carbon Bond Formation by Chiral Organotitanium Compounds ; Methyltitanium (S)-N-Acylpyrrolidinylmethoxide Diisopropoxides(Organic,Chemical)
- Highly Diastereoselective 1,5-Asymmetric Induction to 3-Oxazolidino-1-phenylpropan-1-ones by Using Organotitanium Triisopropoxides
- Asymmetric α-Substituted Phenethylamines. V. Synthesis of Chiral 1-Alkyl-2-phenylethylamines via Grignard Reaction of 4-Phenyl-1,3-oxazolidines
- Stereoselective Reaction of Chiral Mannich Bases. 1,5-Asymmetric Inductions of (S)-3-4'-Isopropyl-1', 3'-oxazolidino-1-arylpropan-1-ones
- Studies on the Constituents of Beesia calthaefolia and Souliea vaginata. II. : Beesioside II, a Cyclolanostanol Xyloside from Rhizomes of Beesia calthaefolia
- The Absolute Configuration of Tsukushinamine-A. A New Cage-Type Lupin Alkaloid from Sophora franchetiana
- The Alkaloid Constituents of Euchresta japonica and the Stereochemical Assignment of Two Isomeric Sophoridine N-Oxides
- 69 Cage型lupin alkaloidの存在についてツクシムレスズメ(Sophora franchetiana)の塩基性成分
- Microbial Reduction of 2-Phenylpropionic Acid, 2-Benzyloxypropionic Acid and 2-(2-Furfuryl) propionic Acid
- Microbial Reduction and Resolution of Herbicidal 2-Alkyl-2-aryloxyacetic Acids by Gloeosporium olivarum
- (-)-(trans-4'-β-D-Glucopyranosyloxycinnamoyl) lupinine, a New Lupin Alkaloid in Lupinus Seedlings
- The Enzymatic Conversion of (-)-Lupinine to (-)-(trans-4'-Hydroxycinnamoyl) lupinine by Extracts of Lupinus Seedlings
- O-Methylation Effect on the Carbon-13 Nuclear Magnetic Resonance Signals of ortho-Disubstituted Phenols and Its Application to Structure Determination of New Phthalides from Aspergillus silvaticus
- Studies on the Syntheses of Heterocyclic Compounds and Natural Products. MXVI. Aziridine in Alkaloid Synthesis. (6). Alternative Synthesis of Isopavine-Type Alkaloid, (±)-Reframidine
- Photoaddition Reaction of Pyrroles and Indoles to N-Methyl-2-pyridone
- (-)-Camoensidine N-Oxide; A New Alkaloid from Maackia tashiroi
- Intermolecular Photoaddition Reaction of Aliphatic tert-Amines to N-Alkyl-2-pyridones
- The Synthesis of Lupin Alkaloids. II. A Formal Synthesis of (±)-Sparteine(Organic,Chemical)
- ABSOLUTE CONFIGURATION OF (-)-LUSITANINE, A NEW LUPIN ALKALOID in MAACKIA SPECIES(Communication to the Editor)
- THE SYNTHESIS OF LUPIN ALKALOIDS. I. TOTAL SYNTHESIS OF (±)-LEONTIFORMINE AND (±)-LEONTIFORMIDINE(Communications to the Editor)
- (+)-13β-HYDROXYMAMANINE, A NEW LUPIN ALKALOID FROM MAACKIA AMURENSIS VAR. BUERGERI
- Synthesis of 4-Hydroxymethylene-1,3(2H, 4H)-iso-quinolinediones and Related Compounds
- Synthesis of 1,3-Oxazino [5,6-c] isoquinolines and Related Compounds
- Synthesis of Condensed Quinoxalines. VI. Synthesis of 1H-Pyrazolo [3,4-b] quinoxaline N-Oxides and Related Compounds
- AN EFFECTIVE TRANSFORMATION OF (-)-CYTISINE-TYPE LUPIN ALKALOIDS INTO (-)-TSUKUSHINAMINE-TYPE ALKALOIDS
- Spiro Heterocyclic Compounds. VI. Synthesis of Spiro [imidazolidine-4,1'-isoindoline] and Related Compounds
- Spiro Heterocyclic Compounds. V. Synthesis of Spiro [homophthalimide-4,4'-(4'H-pyran)] Compounds
- Spiro Heterocyclic Compounds. IV. Synthesis of Spiro [oxindole-3,4'-(2', 3'-dihydro-4'H-pyran)] and Spiro [oxindole-3,4'-(1', 4'-dihydropyridine)] Compounds
- Spiro Heterocyclic Compounds. III. Synthesis of Spiro[oxindole-3,4'-(4'H-pyran)]Compounds
- Protosappanin A, a Novel Biphenyl Compound from Sappan Lignum
- ナトリウムアミドによるメチルフェナチン類の合成(フェナチンの研究 第12報)
- フェナチンの研究(第11報)フェナチン及びその誘導体のニトロ化 その2
- フェナチンの研究(第9報)Dichlorophenazine類の合成
- フェナチンの研究(第7報) : フェナチン及びその誘導体のニトロ化について
- The Structure of Tsukushinamine, a New Type of Lupin Alkaloid in Sophora franchetiana
- An S-Adenosyl-L-methionine : Cytisine Methyltransferase in Thermopsis Seedlings
- 6-Acyldecahydro[1,6]naphthyridineのマウスにおける抗侵害作用
- タンパク質と核酸の基本構造パラメーターを求める簡単な X 線回折実習
- Spiro Heterocyclic Compound. II. Synthesis of Spiro [indoline-3,3'-(5'-pyrazolin)]-2-ones and Related Compounds
- A New Synthesis of Trimethylhydroquinone
- On the Nitration of Quinoxalines.
- Studies on Phenazines. XVIII. Nitration of Phenazine and Its Derivatives. (3).
- ナガバノコウヤボウキから得られるセスキテルペノイドと青葉アルコール配糖体及びコウヤボウキのセスキテルペン配糖体
- クマザサの薬理学的研究(第4報)クマザサ抽出分画(FIII)の急性毒性および薬理作用
- アンモニアの吸光光度定量法(第3報) : m-クレゾールを用いた新吸光光度定量法
- アンモニアの吸光光度定量法(第1報) : o-フェニルフェノールを用いたアンモニアの新吸光光度定量法
- Studies on Phenazines. XV. The Ring Cleavage of Phenazine. (1). 2,3-Quinoxalinedicarboxylic Acid.
- フェナチンの研究(第6報) : ヨージニン異性体の合成(その3) : 1,3-, 1,4-及び2,3-Dihydroxyphenazine di-N-oxideの合成
- Studies on Phenazines. IV. : Synthesis of Iodinin Isomers. (1). : Syntheses of 2,7-and 1,8-Dihydroxyphenazine Di-N-oxides.
- Studies on Fungal Products. IX. : Dethiosecoemestrin, a New Metabolite Related to Emestrin, from Emericella striata
- Unconjugated Chiral Azomethines : Structure of N-Isobutylidene Derivatives of (S)-α-Amino Acid Esters
- Spiro Heterocyclic Compounds. I. Synthesis of Spiro-[imidazolidine-4,3'-INDOLINE]-2,2', 5-triones
- Synthesis of Nitrophenylpiperidine N-Oxides and Their Reductive Intramolecular Ring-Closure
- Synthesis and Conformation of 4,5-Disubstituted 5,6-Dihydro-4H-imidazo[1,5,4-d, e]quinoxalines
- A New Synthesis of 5,6-Dihydro-4H-imidazo[1,5,4-d, e]quinoxaline-5-ones
- Synthesis of Condensed Quinoxalines. II. A New Synthesis of Pyrrolo- [2,3-b] quinoxalines
- Reaction of 6-Nitroquinoxalines with Potassium Cyanide
- Unusual Reaction of 3-Chloro-3-nitroalkylindolin-2-ones
- On the Nitration of Quinoxalines (Addendum)
- Studies on the Structures of Diazine N-Oxides. II. Dipole Moments of Some Alkoxy-derivatives of Pyrimidine, Pyridazine and their N-Oxides.
- 人血清中たん白結合性カルシウムの原子吸光分析