Volume 41, Issue 20 pp. 3901-3903
Communication

Highly Efficient Catalytic Synthesis of Substituted Allenes Using Indium

Kooyeon Lee

Kooyeon Lee

Department of Chemistry, Kangwon National University Chunchon 200-701 (Korea) Fax: (+82) 33-253-7582

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Dong Seomoon

Dong Seomoon

Department of Chemistry, Kangwon National University Chunchon 200-701 (Korea) Fax: (+82) 33-253-7582

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Phil Ho Lee Prof. Dr.

Phil Ho Lee Prof. Dr.

Department of Chemistry, Kangwon National University Chunchon 200-701 (Korea) Fax: (+82) 33-253-7582

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This work was supported financially by the CMDS at KAIST. We thank Prof. Sunggak Kim and Prof. Sukbok Chang of KAIST for helpful discussions and Hyosoon Ahn, Keuckchan Bang, and Dr. Sun-young Sung for the preparation of starting materials and preliminary experiments.

Graphical Abstract

Versatile, convenient, mild: Allenylindium intermediates generated from the reaction of indium with propargyl bromides were employed as effective coupling partners in Pd-catalyzed cross-coupling reactions with a variety of electrophiles to produce allenes, polyallenes, and unsymmetrical bis(allenes) in excellent yields with complete regioselectivity and chemoselectivity (see scheme for one example).

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