An Efficient Synthesis of 3‐(1H‐Tetrazol‐5‐yl)coumarins (=3‐(1H‐Tetrazol‐5‐yl)‐2H‐1‐benzopyran‐2‐ones) via Domino Knoevenagel Condensation,Pinner Reaction,and 1,3‐Dipolar Cycloaddition in Water |
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| Authors: | Zeinab Noroozi Tisseh Minoo Dabiri Ayoob Bazgir |
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| Institution: | Department of Chemistry, Shahid Beheshti University, G.?C. Tehran, 1983963113, Iran |
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| Abstract: | A novel straightforward synthesis of 3‐(1H‐tetrazol‐5‐yl)coumarins (=3‐(1H‐tetrazol‐5‐yl)‐2H‐1‐benzopyran‐2‐ones) 6 via domino Knoevenagel condensation, Pinner reaction, and 1,3‐dipolar cycloaddition of substituted salicylaldehydes (=2‐hydroxybenzaldehydes), malononitrile (propanedinitrile), and sodium azide in H2O is reported (Scheme 1 and Table 2). This general protocol provides a wide variety of 3‐(1H‐tetrazol‐5‐yl)coumarins in good yields under mild reaction conditions. |
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| Keywords: | Coumarins 2H‐1‐Benzopyran‐2‐one Knoevenagel condensation Pinner reaction Cycloadditions Domino reactions 1H‐Tetrazole derivatives |
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