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Mizoroki-Heck Type Reaction of Organoboron Reagents with Alkenes and Alkynes. A Pd(II)-Catalyzed Pathway with Cu(OAc)2 as an Oxidant

Xiaoli Du, Masahiro Suguro, Kazunori Hirabayashi, Atsunori Mori*, Takashi Nishikata, Nobuhito Hagiwara, Kentaro Kawata, Takeaki Okeda, Hui Feng Wang, Keigo Fugami, and Masanori Kosugi*

*Chemical Resources Laboratory, Tokyo Institute of Technology, Nagatsuta, Yokohama 226-8503; Department of Chemistry, Faculty of Engineering, Gunma University, Kiryu, Gunma 376-8515, Japan

X. Du, M. Suguro, K. Hirabayashi, A. Mori, T. Nishikata, N. Hagiwara, K. Kawata, T. Okeda, H. F. Wang, K. Fugami, M. Kosugi, Org. Lett., 2001, 3, 3313-3313.

DOI: 10.1021/ol016567h



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Abstract

A Mizoroki-Heck type reaction of boronic acids proceeds under a Pd(II)-mediated pathway using a catalytic amount of Pd(OAc)2 in the presence of Cu(OAc)2 as an oxidant. Treatment of a variety of alkenes with boronic acids, boronates, and sodium tetraphenylborate furnishes β-arylated and alkenylated products in very good yields.

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Key Words

Heck Reaction, Copper Compounds


ID: J54-Y2001