Issue 34, 2011

Iron-catalyzed aryl- and alkenyllithiation of alkynes and its application to benzosilole synthesis

Abstract

Phenyl- and vinyllithiums having an alkyl substituent at their ortho- and cis-position, respectively, readily added to alkynes in the presence of 5 mol% of Fe(acac)3. The reaction of o-(trimethylsilyl)phenyllithium with alkynes gave benzosiloles through an addition–cyclization sequence.

Graphical abstract: Iron-catalyzed aryl- and alkenyllithiation of alkynes and its application to benzosilole synthesis

Supplementary files

Article information

Article type
Communication
Submitted
08 Apr 2011
Accepted
11 Jul 2011
First published
25 Jul 2011

Chem. Commun., 2011,47, 9714-9716

Iron-catalyzed aryl- and alkenyllithiation of alkynes and its application to benzosilole synthesis

E. Shirakawa, S. Masui, R. Narui, R. Watabe, D. Ikeda and T. Hayashi, Chem. Commun., 2011, 47, 9714 DOI: 10.1039/C1CC11989C

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