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Density Functional Theory Study of the Intramolecular [2 + 3] Cycloaddition of Azide to Nitriles

✍ Scribed by Himo, Fahmi; Demko, Zachary P.; Noodleman, Louis


Book ID
126941303
Publisher
American Chemical Society
Year
2003
Tongue
English
Weight
118 KB
Volume
68
Category
Article
ISSN
0022-3263

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The [3+2] cycloaddition between various nitriles and trimethylsilyl azide proceeds smoothly in the presence of a Cu I catalyst in DMF/ MeOH, to give the corresponding 5-substituted 1H-tetrazoles in good to high yields. The reaction most probably proceeds through the in situ formation of a copper azi