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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 28, 1998 - Issue 10
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Original Articles

An Improved Procedure for the Conversion of Alkenes and Glycals to 1,2-Diazides Using Mn(OAc)3·2H2O in Acetonitrile Containing Trifluoroacetic Acid

Barry B. Snider* Department of Chemistry, Brandeis University, Waltham, MA, 02254-9110
&
Hong Lin Department of Chemistry, Brandeis University, Waltham, MA, 02254-9110
Pages 1913-1922 | Received 02 Nov 1997, Published online: 20 Aug 2006
 
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Abstract

Alkenes and Glycals react with Mn(OAc3)·2H2O and NaN3 in 9:1 acetonitrile-trifluoroacetic acid to give 1,2-diazides in >80% yield. Allylic azides are formed by slow addition of NaN3 to a mixture of alkene, Mn(OAc)3·2H2O and Cu(OAc)2.

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