Highly Efficient Catalytic Synthesis of Substituted Allenes Using Indium†
Kooyeon Lee
Department of Chemistry, Kangwon National University Chunchon 200-701 (Korea) Fax: (+82) 33-253-7582
Search for more papers by this authorDong Seomoon
Department of Chemistry, Kangwon National University Chunchon 200-701 (Korea) Fax: (+82) 33-253-7582
Search for more papers by this authorPhil Ho Lee Prof. Dr.
Department of Chemistry, Kangwon National University Chunchon 200-701 (Korea) Fax: (+82) 33-253-7582
Search for more papers by this authorKooyeon Lee
Department of Chemistry, Kangwon National University Chunchon 200-701 (Korea) Fax: (+82) 33-253-7582
Search for more papers by this authorDong Seomoon
Department of Chemistry, Kangwon National University Chunchon 200-701 (Korea) Fax: (+82) 33-253-7582
Search for more papers by this authorPhil Ho Lee Prof. Dr.
Department of Chemistry, Kangwon National University Chunchon 200-701 (Korea) Fax: (+82) 33-253-7582
Search for more papers by this authorThis 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).
References
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