Studies on Conjugated Nitriles. VII. Lewis Acid-Promoted Reaction of Active Methylene Compounds with Diethyl Phosphorocyanidate; Preparation of α, β-Unsaturated α-Aminophosphonates
スポンサーリンク
概要
- 論文の詳細を見る
Reaction of diethyl phosphorocyanidate (DEPC) with dimethyl malonate (1a) and ethyl cyanoacetate (1b) in the presence of zinc chloride and triethylamine resulted in selective addition of 1a, b to the cyano group of DEPC to give α, β-unsaturated α-aminophosphonates (2a, b). In contrast, similar treatment of enolizable methyl acetoacetate (1c) and acetylacetone (1d) with DEPC gave the corresponding enolphosphates (4c, d) as a result of nucleophilic displacement on the phosphorus atom of DEPC. Conversion of the resulting α-aminophosphonate (2a) to uracil-6-phosphonates (6a, b) was achieved by treatment with phenyl isocyanate (5a) and isothiocyanate (5b), respectively.
- 公益社団法人日本薬学会の論文
- 1994-09-15
著者
-
川崎 知己
明治薬科大学
-
坂本 正徳
Meiji College of Pharmacy
-
川崎 知己
Meiji College of Pharmacy
-
福田 保路
Meiji College Of Pharmacy
-
神山 妙子
Meiji College of Pharmacy
関連論文
- 立体選択的第四級炭素構築反応とピロリジノ[2,3-b]インドリン系天然物合成への応用
- Addition Reactions of Heterocumulenes. IV. Reactions of Diketene and Diphenylketene with N-Aryl-S, S-dimethylsulfilimines
- Addition Reactions of Heterocumulenes. III. Reaction of Diketene with Formamidine Derivatives
- 1,4-Cycloaddition Reactions of Enamine with Compounds containing the Double Bond System C=N-C=N
- Addition Reactions of Heterocumulenes. II. 1,4-Cycloaddition Reactions of Diphenylketene with Azadienes
- 1,4-Cycloaddition Reactions of Diphenylketene with Azadienes
- Addition Reactions of Heterocumulenes. I. Cycloaddition Reaction of Dimethylketene with α-Diimines
- Studies on Conjugated Nitriles. V. Reaction of 3-Benzoyl-and 3-Ethoxycarbonylacrylonitriles with Enamines
- Studies on Conjugated Nitriles. IV. Reaction of Ethyl Cyanoformate with Organomagnesium, -zinc, and-cadmium Reagents, and Phosphonium Ylide
- Reaction of 1-Alkyl-3,4-dihydroisoquinolines with 4-Nitrobenzoyl Cyanide and Diketene
- Reaction of N-(1-Phenylalkylidene)benzylamines with Benzoyl Cyanides
- ペリ環状反応の化学とその複素環化合物合成への応用
- Photocyclization Reactions of Epoxy Nitriles via Carbonyl Ylides. Formation of Spiroketals, Spiroethers, and a Spirolactone
- Studies on Conjugated Nitriles. VI. Reaction of 2-Methylquinoline and Related Compounds with Acyl Cyanides
- Addition Reactions of Diketene. IV. Reaction of Diketene with Thioureas, Thioamide, and Aminothiol
- A NOVEL INVERSE TYPE DIELS-ALDER REACTION OF ETHYL (E)-3-(1,3-BENZOTHIAZOL-2-YL)-3-CYANOPROPENOATE AS A HIGHLY REACTIVE 1-AZA-1,3-BUTADIENE
- BENZYLIDENECYANOMETHYL-1,3-BENZAZOLES AS 1-AZA-1,3-BUTADIENES
- Ring-Chain Tautomerism and Some Reactions of 2-Hydroxyindoline Derivatives(Organic,Chemical)
- Oxidation of 1-Acylindoles with Oxodiperoxomolybdenum (VI), MoO_5・HMPA. Preparation of 2,3-Dihydroxyindoline and Indoxyl Derivatives
- SYNTHESIS OF 1,2-DIHYDRO-2-ALLYLINDOL-3-ONES USING IN SITU CLAISEN REARRANGEMENT OF 1,2-DIHYDROINDOL-3-ONES WITH ALLYL ALCOHOLS
- Studies on Conjugated Nitriles. VII. Lewis Acid-Promoted Reaction of Active Methylene Compounds with Diethyl Phosphorocyanidate; Preparation of α, β-Unsaturated α-Aminophosphonates
- A Novel Synthesis of 1-Acylindoxyls
- Oxidation of Furan, Pyrrole, Thiophene, Benzo [b] furan, and Benzo [b] thiophene with Oxodiperoxomolybdenum (VI), MoO_5・HMPA
- 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
- 新組み合わせ試薬トリフェニルホスフィン-チオシアノ-ゲン(TPPT)
- 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
- Oxidation of Indoles with Oxodiperoxomolybdenum (VI), MoO_5・HMPA. Preparation of 2-Hydroxyindoxyl and Isatogen Derivatives