Studies in the Indole Series. II. A General Synthesis of Cycloalkan[b]indolones

スポンサーリンク

概要

• 論文の詳細を見る

• A general synthesis of cycloalkan[b]indolones from 3-indolealkanoic acids is described. Effect of 1-alkyl substitution of indole was observed on the ultraviolet spectra of 1-methyl-3-indolealkanoic acids. Cyclization of 3-indolealkanoic acids was mostly effected with polyphosphoric acid. Ring closure of Vc and Vd with PPA brought about concomitant expected monomers (VIIc and VIId) and dimers (VIIIa and VIIIb). The structure proof of the dimers was obtained from analytical and spectral data.

• 公益社団法人日本薬学会の論文
• 1967-06-25

著者

• 塩入 孝之

  Faculty of Pharmaceutical Sciences, Nagoya City University

• 山田 俊一

  Faculty Of Pharmaceutical Sciences University Of Tokyo

• 塩入 孝之

  Faculty Of Pharmaceutical Sciences Nagoya City University

• 石墨 紀久夫

  Sumitomo Pharmaceuticals Research Center

• 石墨 紀久夫

  Faculty of Pharmaceutical Sciences, University of Tokyo

関連論文

• Amino Acids and Peptides. XXIII. An Asymmetric Synthesis of (R)-(-)-Laudanosine from L-3-(3,4-Dihydroxyphenyl) alanine
• Total Synthesis of Avellanins A and B, New Fungal Metabolites from Hamigera avellanea with Pressor Effect
• Stereochemical Studies. XIII. Determination of the Absolute Configuration of Mercaptosuccinic Acid by Chemical Correlation with Glyceraldehyde
• Chemistry of Amino Acids. IV. Decarboxylation of 1,2,3,4-Tetrahydroisoquinoline-3-carboxylic Acid and Its Derivatives
• Studies on Opically Active Amino Acids. VII. Stereoselective Synthesis of l-Norephedrine Hydrochloride from D-Phenylalanine
• Studies on Optically Active Amino Acids. V. Synthesis of Optically Active α-Aminoalcohols by the Reduction of α-Amino Acid Esters with Sodium Borohydride
• Studies on Optically Active Amino Acids. IV. A New Synthetic Approach to Chloramphenicol Base from L-Phenylalanine.
• Studies on Thioamides. I. Synthesis of N-(2-Arylethyl)-thioamides and their Infrared Absorption Spectra.
• The Reductive Cyclization of 1-Methyl-3-aminoalkyloxindoles with Lithium aluminum Hydride.
• On the Reaction of N, N'-Dimethylfumaranilide with Aluminium Chloride
• Stereochemical Studies. XXXVIII. Asymmetric Synthesis of the Key Compounds for the Synthesis of optically Active Diterpenes. Asymmetric Synthesis of optically Active 1,2,3,4,5,6,7,8,8a-Octahydro-8a-methyl-3,8-naphthalenedione Derivatives with L-Proline De
• 立体化学の研究(第33報)L-Proline誘導体を用いたEnamineの不斉誘起反応による不斉合成(-)-Bisdehydroestrone Methyl Etherの不斉合成
• 立体化学の研究(第32報)L-Proline誘導体を用いたEnamineの不斉誘起反応による不斉合成, ステロイドならびにテルペン合成中間体の不斉合成
• Stereochemical Studies. XXIX. Asymmetric Synthesis of 2-Alkylcyclohexanones via optically Active Lithioenamines
• Stereochemical Studies. XXVIII. Some Aspects of the Asymmetric Synthesis of (R)-(+)-4-Methyl-4-phenyl-2-cyclohexenone via an Enamine
• Stereochemical Studies.XX.Asymmetric Synthesis of α-Bromoketones
• Stereochemical Studies.XIX. Asymmetric Synthesis of 2-Alkyl-4-substituted Cyclohexanones with Enamine Alkylation
• Stereochemical Studies. IX. Asymmetric Synthesis of 2-Alkylcyclo-hexanones with Enamine Alkylation
• Chemistry of Amino Acids. V. Studies on α-Alkyl-α-amino Acids. IX. Mild Hydrolytic Ring Cleavage of Hydantoin Derivatives
• New Methods and Reagents in Organic Synthesis. 43. A New Synthesis of tert-Butyl Peroxycarboxylates Using Diethyl Phosphorocyanidate (DEPC)
• New Methods and Reagents in Organic Synthesis. 15. Epoxidation of Olefins with Diethyl Phosphorocyanidate (DEPC) and Hydrogen Peroxide
• Studies on Optical Rotatory Dispersion and Circular Dichroism. II. Circular Dichroism of α-Hydroxy-and α-Amino-α-phenyl Ketones
• Stereochemical Studies. VII. Thermal Rearrangement of α-Hydroxyimines to α-Aminoketones using optically Active Open Chain Compounds
• Studies on optically Active Amino Acids. XVIII. Studies on α-Methyl-α-amino Acids. XIV. Several Optical Properties of α-Methyl-α-amino Acids
• Studies on Optically Active Amino Acids. XIV. Studies on α-Alkyl-α-amino acids. VII. Determination of Absolute Configuration of Optically Active α-Methylphenylglycine Configuration of Optically Active α-Methylphenylglycine and 1-Methyl-1-phenylpropylamine
• Pyrimidine Derivatives. V. Structure-Activity Studies of Antihypertensive Quinazoline Derivatives Using the Adaptive Least-Squares Method
• Pyrimidine Derivatives. VII. Structure-Activity Relationship of Hypoglycemic 4-Amino-2-(1-piperazinyl) pyrimidines investigated by the Adaptive Least-Squares Method
• Pyrimidine Derivatives. VI. Synthesis of 2-(1-Piperazinyl)-5,6-polymethylenepyrimidine Derivatives and Determination of Their Hypoglycemic Activity
• Stereochemical Studies. LIX. Asymmetric Transamination from (S)-α-Amino Acids. Synthesis of optically Active Amines by Chemical Transamination of (S)-α-Amino Acid Esters to Ketones
• SYNTHESIS OF L-TRYPTOPHAN FROM L-GLUTAMIC ACID
• Pyrimidine Derivatives. II. New Synthesis and Reactions of 4-Amino-2-methylthiopyrimidine Derivatives
• Amino Acids and Peptides. XXXI. Phosphorus in Organic Synthesis. XVIII. Synthesis of Porcine Motilin by the Solid-phase Method using Diphenyl Phosphorazidate (DPPA) and Diethyl Phosphorocyanidate (DEPC)
• Amino Acids and Peptides. XXX. Phosphorus in Organic Synthesis. XVII. Application of Diphenyl Phosphorazidate (DPPA) and Diethyl Phosphorocyanidate (DEPC) to Solid-phase Peptide Synthesis
• Stereoselective Reactions. II. Asymmetric Synthesis of β-Substituted Aldehydes by Michael Reaction using Chiral α, β-Unsaturated Aldimines
• Stereoselective Reactions. I. A highly Efficient Asymmetric Synthesis of β-Substituted Aldehydes via 1,4-Addition of Grignard Reagents to optically Active α, β-Unsaturated Aldimines
• Stereochemical Studies. LIV. A Biogenetic-type Asymmetric Synthesis of optically Active Galanthamine from L-Tyrosine
• Stereochemical Studies. LIII. An Asymmetric Synthesis of (3S 15S 20R)-Yohimbone from L-Tryptophan by 1,3-Transfer of Asymmetry
• Synthesis of Formamidines from Carbodiimides with Sodium Borohydride in Isopropanol
• Amino Acids and Peptides. XXIX. A New Efficient Asymmetric Synthesis of α-Amino Acid Derivatives with Recycle of a Chiral Reagent-Asymmetric Alkylation of a Chiral Schiff Base from Glycine
• Molecular Conformation of Patellamide A, a Cytotoxic Cyclic Peptide from the Ascidian Lissoclinum patella, by X-Ray Crystal Analysis
• Stereochemical Studies. XXIII. Stereochemistry of the Thermal Isocyanide-Cyanide Rearrangement
• New Methods and Reagents in Organic Synthesis. 18. Homologation of Ketones with Trimethylsilyldiazomethane (TMSCHN_2)
• New Methods and Reagents in Organic Synthesis. 14. A Simple Efficient Preparation of Methyl Esters with Trimethylsilyldiazomethane (TMSCHN_2) and Its Application to Gas Chromatographic Analysis of Fatty Acids
• REACTION OF TRIMETHYLSILYLDIAZOMETHANE WITH OLEFINS
• Stereochemical Studies. XLVII. Asymmetric Reduction of 2-Alkyl-1,3,4-cyclopentanetriones with Lithium Aluminum Hydride decomposed by optically Active β-Aminoalcohols. Syntheses of optically Active Allethrolone and Prostaglandin E_1
• Stereochemical Studies. XLV. A Novel Regiospecific Ring Opening of optically Active 2-Substituted-1-tosylaziridines
• Stereochemical Studies. XLVI. Studies on the Synthesis of 4-Acetoxy-cyclopentane-1,3-dione Derivatives
• Stereochemical Studies. XLIV. Exploitation of the New Synthetic Scheme for Chiral Additives Usable in Asymmetric Syntheses. Novel Syntheses of optically Active γ-Amino Acids and Pyrrolidines from L-α-Amino Acids
• Stereochemical Studies. XLIII. Novel Reactivity of Organometallic Reagents to 5,5-Ethylenedioxy-2-methyl-2-phenylcyclohexanone
• Stereochemical Studies. XLII. Asymmetric Synthesis of naturally Occurring Podocarpic Acid
• Stereochemical Studies. XLI. Asymmetric Synthesis of optically Active 4a-Methyl-4,4a, 9,10-tetrahydro-2 (3H)-phenanthrone Derivatives, Key Intermediates for Total Syntheses of optically Active Diterpenes and Steroids
• Stereochemical Studies. XL. A Biomimetic Conversion of L-Lysine into optically Active 2-Substituted Piperidines. Syntheses of D- and L-Pipecolic Acid, and (S) (+)-Coniine from L-Lysine
• Stereochemical Studies. XXXIX. A Novel Method for the Preparation of Optically Active Aldehydes. Syntheses of Optically Active (R) (+)-α-Cyclocitral, (S) (+)-Dehydrovomifoliol, and (S) (+)-Abscisic Acid
• Stereochemical Studies. XXXV. A Biogenetic-type Asymmetric Cyclization. Syntheses of optically Active α-Cyclocitral and trans-α-Damascone
• Stereochemical Studies. XXXIV. A Novel Biogenetic-type Cyclization of Citral to α-Cyclocitral via an Enamine
• Stereochemical Studies. XXII. Thermal Rearrangement of S(-)-1-Phenylethyl Isocyanide
• The Chemistry of Diborane and Sodium Borohydride. XI. The Reaction of Isoquinoline Reissert Compounds with Sodium Borohydride
• Chemistry of Diborane and Sodium Borohydride. X. The Reduction of 2-or 4-Substituted Pyridines and Quinolines, and 1-or 3-Substituted Isoquinolines with Sodium Borohydride
• Chemistry of Diborane and Sodium Borohydride. IX. The Reduction of 3-Substituted Pyridines and Quinolines, and 4-Substituted Isoquinolines with Sodium Borohydride
• Chemistry of Diborane and Sodium Borohydride. VII. Reduction of α-Amino Acid Amides with Sodium Borohydride
• Amino Acids and Peptides. II. A One-Step Synthesis of Atropine and Other Related Alkaloids from dl-Phenylalanine 3α-Tropanyl Ester
• 8 PhenylalanineからTropic acidへの非酵素的転換反応
• Studies on Reaction Conditions and New Entry to Chiral Ligands in the Chiral Lithium Amide-Mediated Enantioselective Aldol Reaction
• Phosphorus in Organic Synthesis. XVI. Diphenyl Phosphorazidate (DPPA) and Diethyl Phosphorocyanidate (DEPC). Two New Reagents for the Preparation of Thiol Esters from Carboxylic Acids and Thiols
• Amino Acids and Peptides. XXVIII. A New Synthesis of α-Amino Acid Derivatives by Alkylation of Schiff Bases derived from Glycine and Alanine
• Amino Acids and Peptides. XXVII. A Novel Reductive Cleavage of N-C-N Bonds with Sodium Borohydride
• Amino Acids and Peptides. XXIV. Phosphorus in Organic Synthesis. XIII. Application of Diphenyl Phosphorazidate (DPPA) to the Synthesis of the Protected N-Terminal Hexapeptide of Secretin
• Phosphorus in Organic Synthesis. XII. Amino Acids and Peptides. XXII. Reaction of Penicillin Sulfoxides with Diethyl Phosphorocyanidate (DEPC)
• Phosphorus in Organic Synthesis. X. tert-Butyl Carbamate. An Efficient Additive in a Modified Curtius Reaction by Diphenyl Phosphorazidate (DPPA)
• Amino Acids and Peptides. XVIII. A Biogenetic-type, Asymmetric Synthesis of (S)-Reticuline from L-3-(3,4-Dihydroxyphenyl)-alanine by 1,3-Transfer of Asymmetry
• Amino Acids and Peptides. XVII. A Biogenetic-type, Asymmetric Synthesis of (S)-Laudanosine from L-3-(3,4-Dihydroxyphenyl) alanine by 1,3-Transfer of Asymmetry
• Amino Acids and Peptides. XVI. : A New Synthesis of α-Phenylglycine and Its Derivatives
• Amino Acids and Peptides. XV. : A New Synthesis of α-Amino Acids by Amination of α-Metalated Carboxylic Acids
• Amino Acids and Peptides. XIII. A New Approach to the Biogenetictype, Asymmetric Synthesis of Indole and Isoquinoline Alkaloids by 1,3-Transfer of Asymmetry
• Phosphorus in Organic Synthesis. IX. On the Mechanism of Esterification of Malonic Acid Half Esters by Diphenyl Phosphorazidate
• Amino Acids and Peptides. XII. Phosphorus in Organic Synthesis. VIII. Reaction of Malonic Acid Half Esters with Diphenyl Phosphorazidate
• Amino Acids and Peptides. XI. Phosphorus in Organic Synthesis. VI. Application of Diphenyl Phosphorazidate to the Synthesis of Peptides containing Various Functions
• Amino Acids and Peptides. X. Phosphorus in Organic Synthesis. V. On the Mechanism for the Peptide Synthesis by Diphenyl Phosphorazidate
• Amino Acids and Peptides. IX. Phosphorus in Organic Synthesis. IV. Diphenyl Phosphorazidate. A New Convenient Reagent for the Peptide Synthesis
• New Methods and Reagents in Organic Synthesis. 69. A New Synthesis of α-Amino Acid and Peptide Amides of Aromatic Amines Using a Modified Curtius Reaction with Diphenyl Phosphorazidate(Organic,Chemical)
• NEW METHODS AND REAGENTS IN ORGANIC SYNTHESIS. 57. A STEREOSELECTIVE SYNTHESIS OF A DERIVATIVE OF D-RISTOSAMINE
• TRIMETHYLSILYLDIAZOMETHANE : A USEFUL REAGENT FOR THE PREPARATION OF (Z)-1-TRIMETHYLSILYL-1-ALKENES
• New Methods and Reagents in Organic Synthesis. 60. A New Synthesis of Aromatic and Heteroaromatic Amines Using Diphenyl Phosphorazidate (DPPA)
• NEW METHODS AND REAGENTS IN ORGANIC SYNTHESIS. 46. TRIMETHYLSILYLDIAZOMETHANE : A CONVENIENT REAGENT FOR THE O-METHYLATION OF PHENOLS AND ENOLS
• New Methods and Reagents in Organic Synthesis. 26. Reductive Desulfonylation of α-Sulfonylacetates
• New Methods and Reagents in Organic Synthesis. 19. Synthesis and Rearrangement of α-Acylsulfonyldiazomethanes (α-Diazo-β-ketosulfones)
• Formation and Decomposition of 1,2,3-Triazolines Prepared from Diphenyl Phosphorazidate (DPPA) and Enamines of Diaryl-Type Ketones
• NEW METHODS AND REAGENTS IN ORGANIC SYNTHESIS. 44. A NEW GENERAL EFFICIENT SYNTHESIS OF DL-[N]-GINGEROLS AND RELATIVES THROUGH DIRECT C-ACYLATION USING DIETHYL PHOSPHOROCYANIDATE (DEPC)
• New Methods and Reagents in Organic Synthesis. 35. A New Synthesis of Some Non-Steroidal Anti-Inflammatory Agents with the 2-Arylpropionic Acid Skeleton by the Use of Diphenyl Phosphorazidate (DPPA) as a 1,3-Dipole
• A Resin-promoted Williamson's Alkyl Aryl Ether Synthesis. Methylation of 2-tert-Butyl-5-methylphenol with Methyl Chloride
• Ind. -N-Alkylation of Tryptophan and Synthesis of 1-Alkyltryptophan Hydrazides
• Chemistry of Amino Acids. VII. The Synthesis and Spectral Studies of Some 2-Piperidones bearing β-Keto Ester Groups
• New Methods and Reagents in Organic Synthesis. 34. Diphenyl Phosphorazidate (DPPA) as a 1,3-Dipole. A Simple, Efficient Conversion of Akyl Phenyl Ketones to 2-Phenylalkanoic Acids
• 35 L-Tryptophan及びL-Dopaより光学活性Indole AlkaloidならびにIsoquinoline Alkaloidの生合成的不斉合成
• Studies in the Indole Series. III. Steric Inhibition of Resonance in Cycloalkan [b] indolones.
• Studies in the Indole Series. II. A General Synthesis of Cycloalkan[b]indolones
• 6 2-Acylindole Alkaloidsの合成研究 : Vobasine骨格の合成
• Studies on Optically Active Amino Acids. III. Preparation of 3-(3,4-Dihydroxyphenyl)-DL-, -D-, and-L-alanine.
• Studies on Optically Active Amino Acids. II. Partially Asymmetric Synthesis of 3-(3,4-Methylenedioxyphenyl) alanine.
• Studies on Optically Active Amino Acids. I. Preparation of 3-(3,4-Methylenedioxyphenyl)-D-, and-L-alanine.

もっと見る 閉じる

スポンサーリンク