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An Easy Access to Aryl Azides from Aryl Amines under Neutral Conditions

Jagattaran Das*, Santoshkumar N. Patil, Riti Awasthi, C. Prasad Narasimhulu, Sanjay Trehan

*Discovery Research, Dr. Reddy's Laboratories Ltd., Miyapur, Hyderabad 500 049, India, Email:

J. Das, S. N. Patil, R. Awasthi, C. P. Narasimhulu, S. Trehan, Synthesis, 2005, 1801-1806.

DOI: 10.1055/s-2005-869974


A variety of substituted aryl amines were transformed into aryl azides using t-BuONO and moist NaN3 in t-BuOH in good to excellent yields. Smooth transformation was observed with anilines, having electron withdrawing and donating groups. Both acid- and base-sensitive groups survived the reaction conditions.

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Key Words

amines, azides, anilines, sodium azide, tert-Butyl nitrite

ID: J66-Y2005-1100