Synthesis of bicyclic p-diiodobenzenes via silver-catalyzed Csp-H iodination and ruthenium-catalyzed cycloaddition.
Highly substituted iodobenzenes were efficiently and regioselectively synthesized from readily available 1,6-diynes via two-step process consisting of silver-catalyzed Csp-H iodination and subsequent ruthenium-catalyzed [2 + 2 + 2] cycloaddition of resultant iododiynes. Some of the obtained iodobenzenes were subjected to palladium-catalyzed C-C bond-forming reactions such as Mizoroki-Heck reaction, Sonogashira reaction, and Suzuki-Miyaura coupling, giving highly conjugated molecules.
Yamamoto
Yoshihiko
Y
Department of Applied Chemistry Graduate School of Engineering, Nagoya University, Chikusa, Nagoya 464-8603, Japan. omyy@apc.titech.ac.jp
Hattori
Kozo
K
Nishiyama
Hisao
H