Ueura Kenji, Satoh Tetsuya, Miura Masahiro
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
Org Lett. 2005 May 26;7(11):2229-31. doi: 10.1021/ol050590b.
[reaction: see text]. The Suzuki-Miyaura-type cross-coupling of arylboron compounds with aryl halides proceeds efficiently in the presence of a rhodium-based catalyst system to produce the corresponding biaryls. Furthermore, it has unexpectedly been observed that the treatment with benzonitrile under similar conditions brings about its multiple arylation, in which nucleophilic arylation on the cyano group and subsequent ortho arylation via C-H bond cleavage are involved.
[反应：见正文]。芳基硼化合物与芳基卤化物的铃木-宫浦型交叉偶联在铑基催化剂体系存在下高效进行，生成相应的联芳基化合物。此外，意外地观察到，在类似条件下用苯甲腈处理会导致其多次芳基化，其中涉及氰基上的亲核芳基化以及随后通过C-H键裂解的邻位芳基化。
