An Efficient Synthesis of 3‐(1 H‐ Tetrazol‐5‐yl)coumarins (=3‐(1 H ‐Tetrazol‐5‐yl)‐2 H ‐1‐benzopyran‐2‐ones)  via  Domino  Knoevenagel  Condensation,  Pinner  Reaction, and 1,3‐Dipolar Cycloaddition in Water | Zendy

Tisseh Zeinab Noroozi | Zendy; Dabiri Minoo | Zendy; Bazgir Ayoob | Zendy

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An Efficient Synthesis of 3‐(1 H‐ Tetrazol‐5‐yl)coumarins (=3‐(1 H ‐Tetrazol‐5‐yl)‐2 H ‐1‐benzopyran‐2‐ones) via Domino Knoevenagel Condensation, Pinner Reaction, and 1,3‐Dipolar Cycloaddition in Water

Author(s) -

Tisseh Zeinab Noroozi,

Dabiri Minoo,

Bazgir Ayoob

Publication year - 2012

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.201200031

Subject(s) - chemistry , sodium azide , malononitrile , knoevenagel condensation , cycloaddition , coumarin , domino , medicinal chemistry , benzopyran , organic chemistry , combinatorial chemistry , stereochemistry , catalysis

A novel straightforward synthesis of 3‐(1 H ‐tetrazol‐5‐yl)coumarins (=3‐(1 H ‐tetrazol‐5‐yl)‐2 H ‐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 H 2 O is reported ( Scheme 1 and Table 2 ). This general protocol provides a wide variety of 3‐(1 H ‐tetrazol‐5‐yl)coumarins in good yields under mild reaction conditions.

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