Volume 39, Issue 16 pp. 2950-2952
Communication

Deoxygenative Cycloaddition of Aldehydes with Alkynes Mediated by AlCl3 and Zirconium: Formation of Cyclopentadiene Derivatives

Zhenfeng Xi Prof. Dr.

Zhenfeng Xi Prof. Dr.

Department of Chemistry, Peking University Beijing 100871 (China) Fax: (+86) 10-6275-1708

Search for more papers by this author
Pixu Li

Pixu Li

Department of Chemistry, Peking University Beijing 100871 (China) Fax: (+86) 10-6275-1708

Search for more papers by this author

Financial support from the National Natural Science Foundation of China (29702001), the National Science Fund for Distinguished Scholars (29825105), and the Peking University President Fund are gratefully acknowledged. Yunhai Xiao carried out some experimental work.

Abstract

Cleavage of the aldehyde C=O bond takes place in the zirconocene- and AlCl3-mediated cyclization of two molecules of an alkyne with an aldehyde to afford cyclopentadiene derivatives [Eq. (1)]. Only one of the possible positional double-bond isomers is formed. The same method can also be used to couple two different alkynes with an aldehyde.

The full text of this article hosted at iucr.org is unavailable due to technical difficulties.