Efficient synthesis of bis(indolyl)methanes, bispyrazoles and biscoumarins using 4-sulfophthalic acid

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• 作者：Hoda Banari ; Hamzeh Kiyani ; Alireza Pourali
• 关键词：Bis(indolyl)methanes ; Bispyrazoles ; Biscoumarins ; 4 ; Hydroxycoumarin ; Indole derivatives ; 5 ; Methyl ; 2 ; phenyl ; 2 ; 4 ; dihydro ; 3H ; pyrazol ; 3 ; one ; 4 ; Sulfophthalic acid
• 刊名：Research on Chemical Intermediates
• 出版年：2017
• 出版时间：March 2017
• 年：2017
• 卷：43
• 期：3
• 页码：1635-1649
• 全文大小：
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Catalysis; Physical Chemistry; Inorganic Chemistry;
• 出版者：Springer Netherlands
• ISSN：1568-5675
• 卷排序：43

文摘

4-Sulfophthalic acid (4-H₃SPA) solution 50 wt% in H₂O has been effectively catalyzed the synthesis of a series of biologically relevant bis(indolyl)methanes by the electrophilic substitution of indole derivatives on aldehyde compounds and 4,4′-(arylmethylene)-bis(3-methyl-1-phenyl-1H-pyrazol-5-ol)s by condensing 5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one with various aldehydes under aqua conditions at room temperature. 3,3′-(Arylmethylene)-bis-4-hydroxycoumarins have also been synthesized in the presence of 0.1 mL (0.262 mmol) of 4-H₃SPA solution 50 wt% in H₂O at 80 °C. The procedure is simple and the expected bis-heterocyclic compounds were isolated in good to excellent yields. The present protocol provides the benefits of convenience, mild reaction conditions, eco-friendliness, and no use of hazardous organic solvents.