Tetrahedron letters

Synthesis of 1-substituted tetrazoles via the acid-catalyzed [3+ 2] cycloaddition between isocyanides and trimethylsilyl azide

T Jin, S Kamijo, Y Yamamoto

文献索引：Jin, Tienan; Kamijo, Shin; Yamamoto, Yoshinori Tetrahedron Letters, 2004 , vol. 45, # 51 p. 9435 - 9437

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被引用次数: 83

摘要

1-Substituted tetrazoles were synthesized via the [3+ 2] cycloaddition between isocyanides and trimethylsilyl azide in the presence of an acid catalyst and MeOH. Various 1-substituted tetrazoles were obtained in good to high yields. The reaction probably proceeds through the in situ formation of hydrazoic acid, followed by a successive [3+ 2] cycloaddition with the isocyanide activated by an acid.