Elsevier

Tetrahedron Letters

Volume 35, Issue 52, 26 December 1994, Pages 9767-9770
Tetrahedron Letters

Synthesis of new [1,2,3]triazoles and 1H-tetrazoles via reactions of 3,(5)-(Di)chloro-2H-1,4-(benz)oxazin-2-ones with diazocompounds or sodium azide

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Abstract

Treatment of 3,(5)-(di)chloro-2H-1,4-(benz)oxazin-2-ones with diazo compounds or sodium azide yields bi(tri)cyclic compounds which can be converted into [1,2,3]triazoles or 1,5-disubstituted tetrazoles via reactions with nucleophiles as methanol, water and amines.

Sodium azide and diazocompounds react with (benz)oxazinones to give specifically substituted [1,2,3]triazoles and 1H-tetrazoles after lactone cleavage with various nucleophiles.

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