Science of Synthesis

Moberg, C.; Adolfsson, H., Science of Synthesis, (2002) 4, 438.

Tetrazoles are formed in the 1,3-dipolar cyclization reaction between silyl azides and nitriles,[‌18‌–‌21‌] ketones,[‌22‌] carbodiimides,[‌15‌] or oxime esters.[‌23‌] The dimethyltin oxide or dibutyltin oxide catalyzed reaction between azidotrimethylsilane and alkyl or aryl cyanides in refluxing toluene affords tetrazoles ‌7‌ in high yields (‌Scheme 4‌).[‌21‌] The reaction is not sensitive to steric hindrance since ortho-substituted benzonitriles react to give tetrazoles in high yields.

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References

Meeeeee Meeeeeeeeee

• 8.Meeeee-Meee, (8888) 88/8, 888.
• 8.Meeeee-Meee, (8888) M 8e, 888.