Preparation of New Nitrogen-Bridged Heterocycles. XXIII. : Syntheses and Reactions of Pyrazolo[1,5-a]pyridine-2-thiols. (1)

スポンサーリンク

概要

• 論文の詳細を見る

• Some pyridinium 1-[[(2-substituted ethy)thio]thiocarbonyl]aminides (4a-h) were prepared in moderate yields by the reactions of N-unsubstituted pyridinium aminides (2a-e) with carbon disulfide and ethyl acrylate (3a) or acrylonitrile (3b). The S-alkylations of these aminides 4a-h with bromoacetonitrile (5a) or ethyl bromoacetate (5b) at room temperature and the subsequent treatment of the resulting pyridinium salts with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and then with chloranil at 0℃ gave the corresponding 2-[(2-substituted ethyl)thio]pyrazolo[1,5-a]pyridine derivatives (6a-p) in 40-75% yields. The β-eliminations of the 2-substituents in these pyrazolo[1,5-a]pyridines 6a-p with potassium tert-butoxide in N, N-dimethylfomamide (DMF) proceeded smoothly to provide the title compounds, pyrazolo[1,5-a]pyridine-2-thiols (7a-j), in good yields along with the release of 3a, b.

• 社団法人日本薬学会の論文
• 1990-10-25

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

• 伊沢 英俊

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

• 高嶋 庸晃

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

• 高嶋 庸晃

  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

• 伊沢 英俊

  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

スポンサーリンク