An efficient synthesis of 5-substituted 1H-tetrazoles via B(C sub(6)F sub(5)) sub(3) catalyzed [3+2] cycloaddition of nitriles and sodium azide

A simple and efficient protocol is developed for the synthesis of 5-substituted 1H-tetrazole derivatives from various nitriles and sodium azide (NaN sub(3)) via [3+2] cycloaddition reaction using B(C sub(6)F sub(5)) sub(3) as a catalyst. The present synthetic method displayed significant advantages...

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Bibliographic Details
Published in:Tetrahedron letters 2014-06, Vol.55 (24), p.3507-3510
Main Authors: Prajapti, Santosh Kumar, Nagarsenkar, Atulya, Babu, Bathini Nagendra
Format: Article
Language:English
Subjects:
Catalysts
Cycloaddition
Derivatives
Nitriles
Sodium azides
Synthesis (chemistry)
Tetrahedrons
Toxicity
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Summary:A simple and efficient protocol is developed for the synthesis of 5-substituted 1H-tetrazole derivatives from various nitriles and sodium azide (NaN sub(3)) via [3+2] cycloaddition reaction using B(C sub(6)F sub(5)) sub(3) as a catalyst. The present synthetic method displayed significant advantages such as low catalyst loading, mild reaction conditions, low toxicity, easy work-up, high yields, and compatibility with other functional groups.
ISSN:0040-4039
DOI:10.1016/j.tetlet.2014.04.089