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Cobalt-Catalyzed Hydroazidation of Olefins: Convenient Access to Alkyl Azides

Jérôme Waser, Hisanori Nambu and Erick M. Carreira*

*Laboratorium für Organische Chemie, ETH Hönggerberg, CH-8093 Zürich, Switzerland, Email:

J. Waser, H. Nambu, E. M. Carreira, J. Am. Chem. Soc., 2005, 127, 8294-8295.

DOI: 10.1021/ja052164r


A highly Marknovikov selectiv conversion of various olefins to azides was achieved using a cobalt catalyst, 3 equiv of TsN3 as nitrogen source and simple silanes (PhSiH3, TMDSO).

see article for more examples

Cobalt-Catalyzed Synthesis of Tertiary Azides from α,α-Disubstituted Olefins under Mild Conditions Using Commercially Available Reagents

B. Gaspar, J. Waser, E. M. Carreira, Synthesis, 2007, 3839-3845.

Key Words

Alkyl Azides, Phenylsilane, Tetramethyldisiloxane (TMDSO)

ID: J48-Y2005-2390