Catalytic Activation of 1-Cyano-3,3-dimethyl-3-(1H)-1,2-benziodoxole with B(C6F5)3 Enabling the Electrophilic Cyanation of Silyl Enol Ethers
Takaya Nagata, Hiroki Matsubara, Kensuke Kiyokawa* and Satoshi Minakata*
*Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Yamadaoka 2-1, Suita, Osaka 565-0871, Japan, Email: kiyokawachem.eng.osaka-u.ac.jp, minakatachem.eng.osaka-u.ac.jp
T. Nagata, H. Matsubara, K. Kiyokawa, S. Minakata, Org. Lett., 2017, 19, 4672-4675.
A Lewis acidic activation of a hypervalent iodine reagent containing a transferable cyano group achieves a catalytic electrophilic cyanation of silyl enol ethers. Mechanistic studies indicate that the hypervalent iodine reagent is activated through coordination of its cyano group to B(C6F5)3.
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