Preparation of New Nitrogen-Bridged Heterocycles. XIII. : Syntheses of Some Tricyclic and Tetracyclic Indolizine Derivatives with Antiallergic Activity

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概要

• 論文の詳細を見る

• Alkaline treatment of 2,3-annelated 1-ethoxycarbonylmethylpyridinium bromides was investigated as a method for the preparation of 1,8-annelated indolizine derivatives. The reaction of 1-ethoxycarbonylmethyl-2,3-cyclopentenopyridinium bromide (1) with ethanolic sodium ethoxide did not afford any significant products, but similar treatment of 1-ethoxycarbonylmethyl-2,3-cyclohexenopyridinium bromide (8) gave the expected 1,8-annelated 2(3H)-indolizinone, 8,9-dihydro-7H-pyrrolo[3,2,1-ij]quinolin-1(2H)-one (9), in 53% yield. The reactions of the salt 8 with a base in the presence of some vinylating and alkylating or acylating agents afforded the corresponding 1-alkoxy- or 1-acyloxy-2-vinylpyrroloquinoline derivatives (26-35), which were further transformed to tetracyclic indolizines fused with a furan or a puran ring. Some of these tricyclic and tetracyclic indolizines showed antiallergic activity.

• 社団法人日本薬学会の論文
• 1986-06-25

著者

• 筧 昭一

  Department Of Chemistry And Material Engineering Faculty Of Engineering Shinshu University

• 伊東 祐隆

  Department of Chemistry and Material Engineering, Faculty of Engineering, Shinshu University

• 四谷 俊明

  Department of Industrial Chemistry, Faculty of Engineering, Shinshu University

• 四谷 俊明

  Department Of Industrial Chemistry Faculty Of Engineering Shinshu University

• 伊東 祐隆

  Department Of Chemistry And Material Engineering Faculty Of Engineering Shinshu University

関連論文

• Preparation of New Nitrogen-Bridged Heterocycles. XXXIII. A New Preparative Method for Thieno[3,2-α]indolizines
• Preparation of New Nitrogen-Bridged Heterocycles. XXXI. Cyclization Aptitudes of 2-Acylmethyl-thio-3-cyanoindolizines Having a Cyano or an Ester Group at the 1-Position
• Preparation of New Nitrogen-Bridged Heterocycles. XXVI. Crystal Structures of Thieno[3,2-a]-and Thieno[2,3-b]indolizine Derivatives
• Preparation of New Nitrogen-Bridged Heterocycles. XXIV. : Syntheses and Reactions of Pyrazolo[1,5-a]pyridine-2-thiols. (2)
• Preparation of New Nitrogen-Bridged Heterocycles. XXIII. : Syntheses and Reactions of Pyrazolo[1,5-a]pyridine-2-thiols. (1)
• Preparation of New Nitrogen-Bridged Heterocycles. XXII. : A New Approach to the Syntheses of Thienoindolizine Derivatives
• Preparation of New Nitrogen-Bridged Heterocycles. XIV. Further Investigation of the Desulfurization and the Rearrangement of Pyrido[1,2-d]-1,3,4-thiadiazine Intermediates(Organic,Chemical)
• Preparation of New Nitrogen-Bridged Heterocycles. XIII. : Syntheses of Some Tricyclic and Tetracyclic Indolizine Derivatives with Antiallergic Activity

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