Reactions of α-Alkyl- and α-Aryl-substituted N-Benzylideneamines with Trihaloacetylating Agents
スポンサーリンク
概要
- 論文の詳細を見る
Reactions of imines with trichloroacetylating agents rely upon their structural differences. 3,3-Dichloro-2-azetidinone formation was effected by the reaction of α-arylsubstituted N-benzylideneamines similarly to that of N-benzylideneamines. The imines, of which imino carbons are bound to alkyls possessing at least one hydrogen at C_1 of the alkyls, however, reacted with trichloroacetic anhydride and trichloroacetyl chloride to give β-trichloroacetylated enamines. In the reaction with trifluoroacetic anhydride in place of trichloroacetic anhydride N-trifluoroacetylenamines were obtained instead, but the products easily undergo N→C migration on heating in xylene to give β-trifluoroacetylated enamines. Acid-catalyzed quinoline ring-closures of the β-trihaloacetylated enamines obtained above are also described.
- 公益社団法人日本薬学会の論文
- 1977-06-25
著者
-
関屋 実
School Of Pharmaceutical Sciences University Of Shizuoka
-
関屋 実
Shizuoka College of Pharmacy
-
森本 俊明
Shizuoka College of Pharmacy
関連論文
- Cyclization of α- and β-Alkylthio-Substituted Amines Possessing Positively Charged Carbon at the Nitrogen. A New Synthetic Method for Thiazolidines, Thiomorpholines and Dihydro-1,4-benzothiazines
- Reactions of 2,2-Dichlorovinyl and 2,2-Dichlorovinylidene Sulfides with Butyllithium
- Thermal Rearrangements of Allyl 2,2-Dichloro-, 1,2-Dichloro- and 1,2,2-Trichloro-substituted Vinyl Sulfides
- Novel Rearrangements of α-N-Alkylamido-substituted Sulfides and Sulfones
- Syntheses and Reactions of Phenylthio-and Propylthioacetylenic Compounds
- Enantioface-Differentiating Epoxidation of Alkylidenemalononitriles with Molecular Oxygen, catalyzed by Chiral Tertiary Amines
- Formic Acid Reduction. XXVIII. Kinetic Studies on the Formic Acid Reduction of 1,1'-Benzylidenedipiperidine
- A New Insertion Reaction of Diazoalkanes with Dialkylaminomethyl Esters of Dialkyldithiocarbamic Acid and of Ethylxanthic Acid
- Chlorinolyses of Alkyl (or Aryl) Phthalimidomethyl Sulfoxides with Sulfuryl Chloride, Chlorine and Thionyl Chloride
- Nucleophilic Substitution of Alkyl (or Aryl) Imidomethyl Sulfones. A New Convenient Synthesis of Alkane (or Arene) sulfinates
- Decarboxylation Reaction. VIII. Reaction of Electron-deficient Carbon-Carbon Double Bonds with Trichloroacetic Acid. A Unique 1,1-Dichlorocyclopropane Formation through β-Trichloromethylation
- Formic Acid Reduction. XXVI. α, β-Reduction of Conjugated Nitriles with Formic Acid
- Decarboxylation Reactions. V. Reaction of N-Benzylideneanilines with Propiolic Acid
- Formic Acid Reduction. XXIV. Path of the Reductive Fission of the Centered β-Carbon Bond of Alkylidenebisketones
- Formic Acid Reduction. XXIII. Kinetic Studies on the Formic Acid Reduction of Carbon-Carbon Double Bond Adjacent to Carbonyl
- Formic Acid Reduction. XXII. Reaction of α, N-Diphenylnitrone with Formic Acid
- Formic Acid Reduction. XXI. Reductive Cleavage Reaction of p-Dimethylamino-substituted Triphenylmethanes induced by Formate
- Formic Acid Reduction. XX. Reduction of 2-Benzylidene-1,3-indandiones
- Formic Acid Reduction. XIX. Formic Acid Reduction of 4-Dialkylaminosubstituted Nitro-, Nitroso-, Azoxy-and Azobenzenes
- Formic Acid Reduction. XXVIII. Kinetic Studies on the Formic Acid Reduction of 1,1'-Benzylidenedipiperidine
- Preparation of N-Alkylthiomethyl Derivatives of Hydroxylamines
- N-[(N-Nitrosoalkylamino) methyl] carbamates as New and Convenient Diazoalkane-generating Agents
- Thermal and Photochemical Behaviors of N-[(N-Nitrosobenzylamino)-methyl] benzamide in Acidic Media
- Preparations of N-Alkylthiomethyl and N-Amidomethyl Derivatives of Amino Acids
- Chemical Behaviors of 1,1'-Diacetyl-1,1', 4,4'-tetrahydro-4,4'-bipyridine toward Organic Hydrogen Acceptors
- A New Convenient Synthesis of Diazoalkanes from N-[(N-Nitrosoalkylamino) methyl] benzamides
- Decarboxylation Reactions. III. Reaction of N, N'- and N, O-Linked Methylene Compounds with Carboxylic Acids
- Reaction of N-(Alkoxymethyl) dialkylamines and N, N'-Methylene-bisdialkylamines with Isocyanides
- Reductive Cleavage Reaction of N, N'-, N, O- and N, S-Linked Alkylidene Compounds by Sodium Borohydride
- On Behaviors of N-(Dialkylaminomethyl) imides and-amides toward Nucleophiles
- Reaction of N-(Dialkylaminomethyl) amides and N-(α-Dialkylaminobenzyl) amides with Sulfides and Cyanide
- Formic Acid Reduction. XV. Reaction of N-Methyl and N-Formyl Derivatives of p-Phenylenediamine with Formates. N-Methylation of Formanilides
- Formic Acid Reduction. XIII. Formate Reaction of the Compounds possessing the Carbon Bound to Both Oxygen and Nitrogen
- Catalytic Hydrogenation of Tetrahydro-4H-1,3-oxazin-4-ones and 4-Oxazolidinones
- Catalytic Hydrogenolyses of Benzylidene Compounds Bound to Two Oxygens, Two Nitrogens and Both Oxygen and Nitrogen
- Catalytic Hydrogenation of Hydroamide in the Presence of Ammonia and of Butylamine
- Formic Acid Reduction. XXVIII. Kinetic Studies on the Formic Acid Reduction of 1,1'-Benzylidenedipiperidine
- Formic Acid Reduction. XXVIII. Kinetic Studies on the Formic Acid Reduction of 1,1'-Benzylidenedipiperidine
- Formic Acid Reduction. XXVIII. Kinetic Studies on the Formic Acid Reduction of 1,1'-Benzylidenedipiperidine
- Formic Acid Reduction. XXVIII. Kinetic Studies on the Formic Acid Reduction of 1,1'-Benzylidenedipiperidine
- Formic Acid Reduction. XXVIII. Kinetic Studies on the Formic Acid Reduction of 1,1'-Benzylidenedipiperidine
- Formic Acid Reduction. XXVIII. Kinetic Studies on the Formic Acid Reduction of 1,1'-Benzylidenedipiperidine
- A Convenient Synthesis of N-Benzyloxy-β-lactams via N-Benzyloxyimines
- Trifluoromethanesulfonic Acid-Promoted Reaction of Hexahydro-1,3,5-triazines.Introduction of a Secondary Aminomethyl Grouping into Carboxylates at the α-Position through Ketene Silyl Acetals
- Pyrrolidine-Forming 1,3-Dipolar Cycloaddition of N-(Phenylthiomethyl)-α-amino Acid Esters
- A New Method for the Introduction of Arylthio Groups at the α-Position of Alicyclic Amines
- Primary Aminomethylation at the α-Position of Carboxylic Acids and Esters. Trimethylsilyl Triflate-Catalyzed Reaction of Ketene Silyl Acetals with N, N-Bis (trimethylsilyl) methoxymethylamine
- 1,3-DIPOLAR CYCLOADDITION LEADING TO N-ALKYLPYRROLIDINES
- 二官能性炭素の反応およびその合成化学への利用
- オクテット
- 1,3-Dipolar Cycloaddition Leading to N-Acylated Pyrrolidines and 2,5-Dihydropyrroles
- Decarboxylation Reaction. X. Introduction of a Carbon Unit at the α-Position of Amines by Reaction of Hexahydro-1,3,5-triazines with Carboxylic Acids
- トリクロロ酢酸イオンの脱炭酸を含むトリクロロ酢酸およびその無水物の反応
- Synthesis of Deoxyobtusilactone A
- A 1,3-Dipolar Cycloaddition of Alicyclic Methylene Iminium Ylide to form Pyrrolizidine Nuclei and Its Application to Synthesis of Pyrrolizidine Alkaloids
- Reactions of 2,2,2-Trichloroethylamines with Grignard Reagents and Alkyllithiums
- 56 ピロリジジンアルカロイドの簡便な新合成法
- A New Route to 4-Unsubstituted β-Lactams through Ureidomethylation of Ketene Silyl Acetals
- New Syntheses of α-N-Alkylacetamidomethylated Carbonyl Compounds
- N-Alkylamidomethylation at Electron-rich Carbons in the 1,3,5-Trialkylhexahydro-1,3,5-triazine-Acetyl Chloride System
- One Step Syntheses of Adenine, Xanthine and Guanine from Phenylazomalonic Acid Derivatives
- One Step Syntheses of Hypoxanthines from 2-Cyano-2-phenylazoacetamides
- Facile Syntheses of Xanthines from Uric Acids
- Monobromination of Cyanoacetamides and Amidinoacetamide with Molecular Bromine
- Formic Acid Reduction. XVIII. Formic Acid Reaction of p-(Dialkylamino) azobenzenes
- Formic Acid Reduction. XVL. Mechanism of the N-Methylation of p-Phenylenediamine Derivatives with Formates
- Reaction of Amide Homologs. XXVI. On the Products obtained from the Reaction of N-Alkylphenylacetamides with Phosphoryl Chloride
- Facile Syntheses of Hypoxanthine and Adenine
- Azole Series. III. Reactions of 2-Acylamino-2-cyanoacetamides leading to 5-Aminooxazole-4-carboxamides and to Oxazolo [5,4-d] pyrimidines
- Azole Series. II. Reactions of 2-Acylamino-2-cyanoacetamides leading to 5-Acylaminooxazole-4-carboxamides and to Oxazolo [5,4-d] pyrimidines
- Reaction of N-(Butoxymethyl) dialkylamines and N, N'-Methylenebis-(dialkylamine)s with N-(1-Cyclohexen-1-yl) dialkylamines
- A Novel 2,3-Pyrrolidinedione Ring Closure of 1,1,1,5,5,5-Hexachloro-4-dimethylamino-3,3-dimethyl-2-pentanone
- Reaction of N, N-Dialkylaminomethyl Arenesulfonates with Diazoalkanes
- Decarboxylation Reactions. IX. Reaction of Enamines with Trichloroacetic Anhydride
- Decarboxylation Reactions. VI. Reaction of α-Arylmethyleneamino-substituted Derivatives of Pyridine, Quinoline, and Isoquinoline with Trichloroacetic Anhydride
- Reactions of α-Alkyl- and α-Aryl-substituted N-Benzylideneamines with Trihaloacetylating Agents
- Reaction of Schiff Bases with Trichloroacetyl Chloride in the Presence of Triphenylphosphine
- Decarboxylation Reactions. IV. Reaction of Schiff Bases with Trichloroacetic Anhydride
- Reaction of 1-Pyrrolidino-1-cyclohexene with Imidoyl Chlorides and a Route to Producing Phenanthridines
- Intramolecular Aldol Condensations of the Reaction Products formed from 2,4-Pentanedione and Aldehydes
- Vapor-Liquid Equilibrium for Formic Acid-Triethylamine System Examined by the Use of a Modified Still. Formic Acid-Trialkylamine Azeotropes
- N-[(N-Nitrosoarylamino) methyl] succinimide as a New Agent Generating Aromatic Diazotate
- Decarboxylation Reactions. I. Reaction of Enamines with Carboxylic Acids
- 鵜飼貞二先生を悼む
- Reduction of 2,2,2-Trichloroethylamines with Lithium Aluminum Hydride
- Reactions of 1-Trichloromethyl-substituted Amines with Potassium tert-Butoxide
- 新しい合成反応および試薬
- Chlorinolyses of Alkyl (or Aryl) Phthalimidomethyl Sulfides with Sulfuryl Chloride or Chlorine in the Presence and the Absence of Acetic Anhydride
- Formic Acid Reduction. XXVII. Selective Reduction of Carbon-Carbon Double Bonds conjugated with Nitro and Sulfonyl Groups
- 「速報をどう考える」のパネルを読んで : その2
- 新しいジアゾアルカン生成試薬および安定ジアゾアルカン試薬について
- ヘテロ原子にはさまれたメチレン化合物の反応
- N-[(N-Nitrosobenzylamino) methyl] benzamide as a Direct Benzylating Agent
- Decarboxylation Reactions. II. Reaction of Conjugated Unsaturated Ketones and Nitriles with Carboxylic Acids
- トリクロロ酢酸イオンの脱酸素を含むトリクロロ酢酸およびその無水物の反応
- 新しいジアゾアルカン生成試薬および安定ジアゾアルカン試薬について
- ヘテロ原子にはさまれたメチレン化合物の反応
- Synthesis of α-Thio, α-Sulfinyl, and α-Sulfonyl-substituted Nitrosamines
- Alkylation of Phthalimidines
- Synthesis of N-(Alkylaminomethyl) amides