Synthesis of Furan Derivatives. LV. Macrocyclic Rings from the Reaction of Dialdehyde with Bisphosphorane and with Diamine
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概要
- 論文の詳細を見る
7,8 : 17,18-Dibenzo [20] annulene 1,4 : 11,14-dioxide all trans isomer (IV) has been synthesized from the Wittig reaction of di-trans 1,2-bis [(β-5-formyl)-2-furyl]-vinyl benzene (IIIa) with o-xylene-bis-(triphenylphosphonium bromide) in fairly high yield (35%). The reaction of IIIa with o-phenylenediamine in tetrahydrofuran has been shown to yield three annelated products, i.e., 7,8 : 17,18-dibenzo-19,20-dihydro-16,19-diaza [20] annulene 1,4 : 11,14-dioxide (VI) in 15%, 16-H-7,8 : 17,18-dibenzo-15-keto-16,19-diaza [20] annulene 1,4 : 11,14-dioxide (VII) in 1.0% and oxazirino [2,3-s] 7,8 : 17,18-dibenzo-16-aza [20] annulene 1,4 : 11,14-dioxide (VIII) in 15.7% yield. The interrelationship among these products was discussed. The reaction of hydrazine hydrate and cis-α, β-di (5-formyl-2-furyl) ethylene (XIb) has been shown to yield dimeric [28] tetraazaannulene tetraoxide (XIII) in 2.5%, and no monomeric [14] diazaanulene dioxide (XII) or no other disproportionation products were obtained.
- 社団法人日本薬学会の論文
- 1971-01-25
著者
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佐藤 勝利
Faculty Of Pharmaceutical Sciences Kyushu University
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西海枝 東雄
Faculty of Pharmaceutical Sciences, Kobe Gakuin University
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小川 晴
Faculty of Pharmaceutical Sciences, Kyushu University
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小川 晴
Faculty Of Pharmaceutical Sciences Kyushu University
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西海枝 東雄
Faculty Of Pharmaceutical Sciences Kobe Gakuin University
関連論文
- Synthesis of 1-Isocyanomethyl Azoles and Related Compounds
- Synthesis of Furan Derivatives. LXXXVIII. Reactivity of Tosylmethyl Isocyanide towards Azole Carbaldehydes
- Synthesis of Furan Derivatives. LXXXVII. Kinetic Studies of the Thermal Curtius Rearrangement of 2-Benzofuroyl Azide and Related Compounds
- Reaction of Tosylmethyl Isocyanide with Methyl 3-Substituted Propiolates as Acetylenic Michael Acceptors
- Synthesis of Furan Derivatives. LXXXV. Condensation of Heteroaromatic Aldehydes with Tosylmethyl Isocyanide
- Synthesis of 2,5 : 14,17-Diepoxy-8,10-bisdehydro [17] annulenone
- Syntheses of Alkyl Substituted Bis-oxido-bridged [15] annulenones
- Synthesis of Furan Derivatives. LV. Macrocyclic Rings from the Reaction of Dialdehyde with Bisphosphorane and with Diamine
- Synthesis of Furan Derivatives. L. The Wittig Reaction of 2,5-Furandialdehyde with Furan-2,5-bis (2-cis-4-trans-2,4-dimethyl-2,4-pentadienylidene triphenylphos-phorane)
- Synthesis of Furan Derivatives. XLV. A New Acid catalyzed Cyclization of sterically Hindered cis Alkenals
- Synthesis of Furan Derivatives. LIX. Synthesis of 5-Substituted-2-(2-furyl)-1,3,4-oxadiazoles from 1-Furoyl-2-arylidenehydrazine with Lead Tetraacetate
- Synthesis of Furan Derivatives. LXXXIV. Kinetic Studies of the Curtius Rearrangement of 5-Substituted 2-Furoyl Azides and Related Compounds
- Synthesis of Furan Derivatives. LXXXIII. Kinetics of Acyl Azide Formation of Carboxylic Acids with Diphenyl Phosphorazidate
- Synthesis of Furan Derivatives. Synthesis of Furanpolycarboxylic Acid
- Synthesis of Furan Derivatives. LVII. The Reaction of Keto Acetylenic Esters with Carbonyl Reagents
- Preparation of Resonance-Stabilized Bisphosphoranes
- Reaction of Aromatic p-Substituted Bisphosphoranes with Bisaldehydes
- Studies on Synthesis of Coumarin Derivatives. XIX. On te Preparation of (2-Methyloxazolo) coumarin-3-carboxylic Acid Derivatives
- Studies on Synthesis of Coumarin Derivatives. XVIII. Condensation of Ethyl (2-Methyloxazolo) coumarin-3-carboxylates with Aldehyde Groups
- Studies on Synthesis of Coumarin Derivatives. XVI. On the Preparation of N-Substituted-pyranobenzoxazole-carboxamides
- Studies on Synthesis of Coumarin Derivatives. XV. On the Preparation of Ethyl Pyranobenzoxazole-carboxylates.
- Synthesis of Furan Derivatives. XL. Synthesis of (5-Nitro-2-furyl)-methylated Polyenals
- Synthesis of the Furan Derivatives. XLIV. Oxidation of Dimethyl Sulfonium Bromides in Dimethyl Sulfoxide Solution