2-Arylhydrazononitriles as building blocks in heterocyclic synthesis: A novel route to 2-substituted-1,2,3-triazoles and 1,2,3-triazolo[4,5-b]pyridines

Saleh M. Al-Mousawi and Moustafa Sh. Moustafa
Beilstein J. Org. Chem. 2007, 3, No. 12. https://doi.org/10.1186/1860-5397-3-12

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2-Arylhydrazononitriles as building blocks in heterocyclic synthesis: A novel route to 2-substituted-1,2,3-triazoles and 1,2,3-triazolo[4,5-b]pyridines
Saleh M. Al-Mousawi and Moustafa Sh. Moustafa
Beilstein J. Org. Chem. 2007, 3, No. 12. https://doi.org/10.1186/1860-5397-3-12

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Al-Mousawi, S. M.; Moustafa, M. S. Beilstein J. Org. Chem. 2007, 3, No. 12. doi:10.1186/1860-5397-3-12

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  • Helal, T. A.
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  • Buckley, B. R.; Neary, S. P. Bicyclic 5-6 Systems: Four Heteroatoms 3:1. Comprehensive Heterocyclic Chemistry III; Elsevier, 2008; Vol. 10, pp 511–524. doi:10.1016/b978-008044992-0.00910-x
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