複素環化合物の開環反応の研究(第6報) : N-(3-Oxo-1-cyclohexenyl)-pyridinium Chlorideと求核試薬との反応
スポンサーリンク
概要
- 論文の詳細を見る
Reaction of various nucleophiles with N-(3-oxo-1-cyclohexenyl) pyridinium chloride (1a), which was prepared from an equimolar mixture of pyridine and 3-chlorocyclohex-2-en-1-one, was examined. Nucleophiles such as sodium hydroxide, aniline, and active methylenes caused N-C bond cleavage of the pyridine ring of Ia, giving glutaconaldehyde derivatives (2,4 and 6). On the other hand, carbonyl reagents such as semicarbazide, phenylhydrazine, and hydroxylamine attacked the carbonyl group of cyclohexene moiety in Ia, producing Schiff base-type compounds (7).
- 公益社団法人日本薬学会の論文
- 1972-05-25
著者
関連論文
- Synthesis of 2-(Heteroarylthiomethyl)-1β-methylcarbapenem via Propargylation of 4-Acetoxy-2-azetidinone with 3-Methyl-1-tributylstannylallene
- Hypervalent Iodine Oxidation of Ethynylcarbinols : A Short and Efficient Conversion of Dihydroxyacetonyl Groups from Keto Groups
- Hypervalent Iodine Oxidation of α,β-Unsaturated Carbonyl Compounds(Organic,Chemical)
- Pummerer-Type Reaction of α-Acylsulfides Using Phenyl Iodosyl Bis(trifluoroacetate)
- Oxidative 1,2-Aryl Migration of Alkyl Aryl Ketones by Using Diacetoxyphenyliodine : Syntheses of Arylacetate, 2-Arylpropanoate, and 2-Arylsuccinate
- Synthesis of 2-Arylsuccinates by Oxidative 1,2-Aryl Migration of 3-Aroylpropionic Acids or 5-Arylfuran-2 (3H)-ones with Thallium (III) Nitrate
- Synthesis of Diclofenac
- The Reaction of Vinyl Sulfones with Iodine Azide : Synthesis and Thermal Reactions of β-Azidovinyl Sulfones
- Syntheses of Arenediacetic Esters and Acetonyl-Substituted Arylacetic Esters by Means of Friedel-Crafts Reaction with α-Acyl-α-chlorosulfides
- Syntheses of Arylacetone and Arylacetonitrile by Friedel-Crafts Reaction with α-Chloro-α-(methylthio)-substituted Acetone and Acetonitrile
- 4 Securinine及びVirosecurinineの全合成
- Total Synthesis of Securinine
- Asymmetric Synthesis Using Chiral Acetals : Highly Stereoselective Reduction of Chiral α-Keto-β, γ-unsaturated Acetals and Its Application for the Synthesis of (R)-(-)- and (S)-(+)-3'-Methoxy-4'-O-methyljoubertiamine
- Asymmetric Synthesis Using Chiral Acetals : Highly Diastereoselective Nucleophilic Addition of Grignard Reagents to Chiral 1-Oxo-β-tetralone 1-Acetals
- Asymmetric Synthesis Using Chiral Acetals : Highly Diastereoselective Addition of Organocerium Reagents to Chiral α-Aldoxime-Ether Acetal
- Asymmetric Synthesis Using Chiral Acetals : Studies on the Nucleophilic Addition of Organometallics to Chiral α-Keto Acetals in Open-Chain Systems(Organic,Chemical)
- Asymmetric Synthesis Using Chiral Acetals : Studies on the Nucleophilic Addition of Organometaltics to Chiral α-Keto Acetals in Cyclic Systems(Organic,Chemical)
- Synthetic Anthracyclines : Total Synthesis of D-Ring Pyridine and Pyrazine Analogues of 11-Deoxydaunomycin
- Synthetic Anthracyclines : Regiospecific Total Synthesis so D-Ring Thiophene Analogues of Daunomycin
- Total Synthesis of 11-Deoxyanthracyclines : 4-Demethoxy-11-deoxy-daunomycin : 11-Deoxydaunomycin, and Their Analogues
- An Efficient, Regiospecific Synthesis of 4-Demethoxydaunomycinone and Daunomycinone(Organic,Chemical)
- Synthesis of the Erythrinan Skeleton by Acid-Promoted Cyclization of N-(3-Oxo-1-cyclohexen-1-yl)-N-[2-(3,4-dimethoxyphenyl) ethyl]-α-(methylsulfinyl) acetamide
- Reaction of Benzo [b] furan and 1-Acylindoles with Iodine Azide
- Synthesis and Some Chemical Transformations of 2-Azidomethylindoles
- Synthesis and Thermolysis of 3-Azidoindolenines
- Ring Expansion Reaction of 2,2-Dimethyl-2,3-dihydrobenzo [b]-thiophene N-(p-Toluenesulfonyl) sulfilimine
- The Base-induced β-Elimination Reaction of 1,1,1-Trisubstituted Hydrazinium Salts
- N-Acylimino-3,4-dihydroisoquinolinium Betaineの合成とその性質について
- 2,7-Dioxo-1,2,3,4,4_a, 5,6,7-octahydroquinolineのN-Bromosuccinimideによる芳香化反応
- Structure of Securitinine.
- Convenient Synthesis of 6-(1-Acetyl-2-piperidyl)-6-hydroxy-2-cyclohexene-Δ^-acetic Acid γ-Lactone, the Key Intermediate in Total Synthesis of Securinine
- Structure of Securitinine
- Hofmann Degradations of Tetrahydrosecurinine and Tetrahydrosecurininol. Stereochemistry at C-3a of Tetrahydrosecurinine
- Synthesis and Stereochemistry in B/C Ring Juncture of Lactamcarbinol A, a Degradation Product of Securinine
- Gas Chromatography of Aromatic Acids
- A Novel Oxidative Intramolecular [4+2]Cycloaddition of Silylene-Protected Dihydroxystyrene Derivatives Leading to peri-Hydroxy Polycyclic Aromatic Compounds : A Synthesis of the ABCD Ring System of Frederucamycin A
- Strong Base-Induced Cycloaddition Reaction of Homophthalic Anhydride with Aldehydes
- 15.Securitinine及びSecurinol Aの構造
- Structures of Norsecurinine and Dihydronorsecurinine
- Absolute Stereochemistry at C_ of Norsecurinine and Dihydronorsecurinine
- Structure and Stereochemistry of Norsecurinine and Dihydronorsecurinine
- Stereochemistry of Alkylation of Cyclic β-Ketosulfoxides. III. Alkylation and Deuteration of the Dianion of Isothiochroman-4-one 2-Oxide
- Stereochemistry of Alkylation of Cyclic β-Ketosulfoxides. II. Alkylations of 2-Methylbenzo [b] thiophen-3 (2H)-one 1-Oxide
- Stereochemistry of Alkylation of Cyclic β-Ketosulfoxides. I. Alkylations of 3-Methylisothiochroman-4-one 2-Oxide and 2-Methylthian-3-one 1-Oxide
- Reaction of the α, α'-Dianion of β-Ketosulfoxide
- Synthesis of Ethyl Arylacetates by Means of Friedel-Crafts Reaction of Aromatic Compounds with Ethyl α-Chloro-α-(methylthio) acetate
- Synthetic Anthracyclines : Regiospecific Total Synthesis of a D-Ring Indole Analogue of Daunomycin
- Synthesis of 5-(2-Allylamino-1-hydroxyalkyl)-8-hydroxycarbostyrils, New β-Adrenoceptor Stimulants
- Synthesis of 8-Hydroxycarbostyril
- Photochemical and Thermal Behavior of 2-Benzoyl-3-ethoxycarbonyl-methylcyclohex-2-enone and Its Derivatives
- Reaction of 2-Aroylcyclohex-2-enones with Hydroxylamine. Isoxazole Ring Formation
- Studies on Ergot Alkaloids and Related Compounds. XIII. syntheses and Stereochemistries of 4-Methyl-1,2,3,-4,4a, 5,6,10b-octahydrobenzo[f]quinoline-2-carboxylic Acids
- Olefin Cyclization Initiated by α-Thiocarbocation : A Novel Route to Pyrrolizidine Alkaloids
- Chemistly of O-Silylated Ketene Acetals : Stereocontrolled Synthesis of 3-Benzoylamino-2,3-dideoxy-pentoses by a 1,3-Addition to Chiral Nitrones
- The Chemistry of O-Silylated Ketene Acetals : Synthesis of N-Benzoyl-L-daunosamine
- Chemistry of O-Silylated Ketene Acetals. Novel Chemical Transformation of Vinyl Sulfoxides and Related Sulfoxides(Organic,Chemical)
- アントラサイクリン系抗生物質の合成研究--ホモフタル酸無水物および関連化合物の環化付加反応
- Rearrangement in Dihydroresorcinol Derivatives. XI. Photolysis and Thermolysis of 3-Azido-2-cyclohexen-1-ones and 2-Cyclopenten-1-ones
- Syntheses and Pharmacological Properties of 2- and 3-Aralkyltetrahydro-1,3-oxazines
- Adsorption Equilibria of Trimethylamine on Porous Adsorbents
- 26 Anthracyclinoneの合成
- Studies on Azasteroids and Related Compounds.I. The Reaction of Ethyl 2-Piperidineacetate with 2-Tetralone
- Isolation of Securinol A, B, and C from Securinega suffruticosa REHD. and the Structures of Securinol A and B
- Synthetic Studies on η-Pyrromycinone. V. Total Synthesis of η-Pyrromycinone
- Synthetic Studies on η-Pyrromycinone. IV. Conversion of 1,11-Dimethoxy-5(12H)-naphthacenones into 4,6-Dimethoxynaphthacenequinones by Chromium Trioxide Oxidation
- Synthetic Studies on η-Pyrromycinone. III. Intramolecular Cyclization of methyl 2-Ethyl-5-hydroxy-6-(2-carboxy-3,6-dimethoxybenzoyl)-1-naphthoate
- Synthetic Studies on η-Pyrromycinone II. Synthesis of Methyl 2-Ethyl-5-Hydroxy-1-naphthoate
- Reactions of 1-Methyl-1H-1,2,4-triazolium 4-Imine and 4-Acylimines with Acetylenic Esters
- Chemistry of O-Silylated Ketene Acetals : Preparation of α-Siloxy Phenyl Sulfides and Methyl 3-(Phenylthio) butyrates from Alkyl Phenyl Sulfoxides
- Synthesis and Some Properties of 2-Azathiabenzene 1-Oxides
- Nucleophilic Reactions of N-Unsubstituted Sulfoximines with Activated Acetylenes, Olefins, and Diphenylcyclopropenone
- Degradations of Allosecurinine
- Optical Rotatory Dispersion and Circular Dichroism of Securinine and Allosecurinine
- 1,3-Dipolar Cycloaddition Reaction of 1-Methylperimidine 3-Ylides with Dimethyl Acetylenedicarboxylate
- Cationic Polar Cycloadditions of Phenylthionium Ions with Olefins : A New Route to Thiochromans
- Intramolecular [2+2] Photocycloaddition of 2-[N-Acyl-N-(2-propenyl)-amino] cyclohex-2-enones : Synthesis of 2-Azabicyclo [2.1.1] hexanes
- INTRAMOLECULAR PHOTO [2+2] CYCLOADDITION OF 2-ALLYLOXY-AND 2-ALLYLAMINOCYCLOHEX-2-ENONES : FORMATION OF 2-OXA-AND 2-AZA-BICYCLO [2.1.1] HEXANE SYSTEMS
- Synthesis of 8-Methoxy-and 8-Methoxy-6-methylhomophthalic Anhydrides, Key Intermediates for the Synthesis of Anthracyclinones and peri-Hydroxylated Polycyclic Aromatic Compounds
- Linearly Condensed peri-Hydroxy Aromatic Compounds Derived from the Cycloaddition Reaction of Homophthalic Anhydrides with Dienophiles
- Rections of 2-Benzoyl-3-chloro-2-cyclohexen-1-ones with Some Organometallic Compounds
- Photochemical Dealkylation of 2-Acyl-3-alkylamino-5,5-dimethyl-2-cyclohexen-1-ones
- Synthesis and Photocyclization of 2-Aroyl-3-methylcyclohex-2-enones
- Studies on Ergot Alkaloids and Its Related Compounds. X. Condensation of Cyclic Ketones and 3-Methylaminopropionates
- 複素環化合物の開環反応の研究(第6報) : N-(3-Oxo-1-cyclohexenyl)-pyridinium Chlorideと求核試薬との反応
- O-Arenesulfonyl-N-alkylhydroxylamines as Aminating Reagents
- Photolysis and Thermolysis of 3-Diazothiochroman-4-one and Related Compounds
- Synthesis, Stereochemistry, and Rearrangement of N-Tosylsulfilimines and (Bismethoxycarbonyl) methylides of 1,4-Dimethylthioxanthene and Its 9-Alkyl Derivatives
- 1,2-Diaminopyridinium塩とα, β-不飽和カルボニル化合物との反応
- Synthesis of 1-Carbethoxyindolizines via Intramolecular 1,5-Cyclization of Ylides
- Formation of Indolizines via Pyridinium 3-Carbomethoxyallylides
- Preparation of 5-Aminothiazole-4-carboxylic Acid Derivatives
- Monomethylation of Aromatic Rings by Friedel-Crafts Reaction with Chloromethyl Sulfide
- The Photorearrangement and Thermolysis of N-Benzoyliminoisoquinolinium and Quinolinium Betaines
- Intramolecular Photo [2+2] cycloaddition of 2-Alkenoyloxycyclohex-2-enones
- 5-Hydroxy-and Methoxy-1-(tert-aminoalkyl)-3,4-dihydrocarbostyrilの合成
- Stereospecific Epoxidation of cis-2-Butene-1,4-diones to cis-2,3-Epoxybutane-1,4-diones with Oxodiperoxomolybdenum (VI), MoO_5・H_2O・HMPA
- Reactions of Thiocarbamoylaminophosphonium Salts obtained from Amines and the Combined Reagent, Triphenylphosphine-Thiocyanogen (TPPT) : Preparation of Thioureas, Acylthioureas and Amides
- Reactions of Cyclic-enaminoketones with Diacylethylenes. Regioselective Synthesis of 4-Oxotetrahydroindole, 5-Oxotetrahydroquinoline, Pyrrolo- and Pyrido [2,3-d] pyrimidines
- N-Alkylation of Ethyl 1,4-Dihydro-4-oxopyridine-3-carboxylates via Their Thallium (I) Salts
- Cycloaddition to 1,3-Dialkoxycarbonylallenes : One-Step Synthesis of Heterocyclic Compounds Containing a Dialkyl Glutaconate Structure