Synfacts 2009(5): 0539-0539  
DOI: 10.1055/s-0028-1088191
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Terminal Allenes from Terminal Alkynes

Contributor(s): Paul Knochel, Tobias Thaler
J. Kuang, S. Ma*
East China Normal University, Shanghai and Shanghai Institute of Organic Chemistry, P. R. of China
Further Information

Publication History

Publication Date:
22 April 2009 (online)

Significance

An efficient method for the trans­formation of terminal alkynes into allenes has been developed. The reaction proceeds best under ­catalysis of CuI and with Cy2NH. Various functional groups, including hydroxyl, nitro and mesityl as well as sp² C-Br bonds are tolerated.