Department of Applied Chemistry, Graduate School of Engineering, Osaka University , Yamadaoka 2-1, Suita, Osaka 565-0871, Japan.
Org Lett. 2017 Sep 1;19(17):4672-4675. doi: 10.1021/acs.orglett.7b02313. Epub 2017 Aug 22.
The Lewis acidic activation of a hypervalent iodine reagent containing a transferable cyano group, 1-cyano-3,3-dimethyl-3-(1H)-1,2-benziodoxole (CDBX), with B(CF), to achieve the catalytic electrophilic cyanation of silyl enol ethers is presented. Mechanistic studies indicate that CDBX is activated through coordination of its cyano group to B(CF), thus enabling the electrophilic cyanation reaction to occur.
本文介绍了 Lewis 酸活化含有可转移氰基的高价碘试剂 1-氰基-3,3-二甲基-3-(1H)-1,2-苯并碘杂环戊烯（CDBX）与 B(CF₅)₂的反应，实现了硅基烯醇醚的催化亲电氰化反应。机理研究表明，CDBX 通过其氰基与 B(CF₅)₂的配位而被活化，从而使亲电氰化反应得以发生。
