Ring Opening of Epoxides and Aziridines with Sodium Azide using OxoneŽ in Aqueous Acetonitrile: A Highly Regioselective Azidolysis Reaction
Gowravaram Sabitha*, R. Satheesh Babu, M. Shashi Kumar Reddy, J. S. Yadav
*Organic Division I, Indian Institute of Chemical Technology, Hyderabad 500 007, India, Email: sabithaiictnet.org
G. Sabitha, S. R. Babu, M. S. K. Reddy, J. S. Yadav, Synthesis, 2002, 2254-2258.
DOI: 10.1055/s-2002-34848
Abstract
A wide variety of epoxides and aziridines were converted to the corresponding β-azido alcohols and β-azido amines with sodium azide using OxoneŽ in aqueous acetonitrile. The reactions were highly regioselective and efficient with excellent yields at room temperature under mild reaction conditions.
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G. Sabitha, R. S. Babu, M. Rajkumar, J. S. Vadav, Org. Lett., 2002, 4, 343-345.
Key Words
Oxone, epoxides, aziridines, azides (1,2-azidoalcohols, 1,2-azidoamines), regioselectivity
ID: J66-Y2002-1650