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: jagatdrreddys.com
J. Das, S. N. Patil, R. Awasthi, C. P. Narasimhulu, S. Trehan, Synthesis, 2005, 1801-1806.
DOI: 10.1055/s-2005-869974
Abstract
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