Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstr. 40, 48149 Münster, Germany.
Org Biomol Chem. 2021 Jun 30;19(25):5551-5554. doi: 10.1039/d1ob00775k.
Cyclohexene reacts with the (Fmes)BH2·SMe2 borane reagent and three molar equivalents of the isonitrile CN-Xyl to give the five membered 1,3-BN heterocyclic product 7 that contains a zwitterionic borata-amidinium moiety and a cyclohexenyl substituent. The analogous five-component coupling between cyclopentene, (Fmes)BH2·SMe2 and CN-Xyl in a 1 : 1 : 3 molar ratio gives the related cyclic amidino-borate derivative 10. The reaction of the (Fmes)BH2 derived frustrated Lewis pair 12, in situ generated or employed as the isolated dimer, reacts with 3 CN-Xyl equivs. at elevated temperature (60 °C) to yield the analogous coupling product 13.
环己烯与(Fmes)BH2·SMe2硼烷试剂和三摩尔当量的异腈 CN-Xyl 反应,生成含有两性离子硼氮甲叉铵部分和环己烯取代基的五元 1,3-BN 杂环产物 7。在 1:1:3 的摩尔比下,环戊烯、(Fmes)BH2·SMe2 和 CN-Xyl 之间的类似五组分偶联反应得到相关的环状脒基硼酸衍生物 10。(Fmes)BH2 衍生的受阻路易斯对 12 的反应,原位生成或作为分离的二聚体使用,与 3 个 CN-Xyl 当量在高温(60°C)下反应,生成类似的偶联产物 13。