College of Pharmaceutical Sciences , Zhejiang University , Hangzhou 310058 , P. R. China.
Org Lett. 2019 Aug 2;21(15):5933-5937. doi: 10.1021/acs.orglett.9b02059. Epub 2019 Jul 22.
Rh(III)-catalyzed C-H functionalization of 7-arylpyrazolo[1,5-]pyrimidines was developed wherein the pyrazolo[1,5-]pyrimidine moiety is reported for the first time to direct the C-H bond activation. Various 7-arylpyrazolo[1,5-]pyrimidines underwent smooth C-H amidation with alkyl-, aryl-, and heteroaryl-substituted dioxazolones to afford the products in moderate to good yields. Mechanistic studies suggest that a six-membered rhodacycle intermediate involving N1 might play a key role in the regioselective catalytic cycle.
Rh（III）催化的 7-芳基吡唑并[1,5-a]嘧啶的 C-H 功能化反应得到了发展，其中吡唑并[1,5-a]嘧啶部分首次被报道可以直接进行 C-H 键活化。各种 7-芳基吡唑并[1,5-a]嘧啶与烷基、芳基和杂芳基取代的二恶唑酮顺利地进行 C-H 酰胺化反应，以中等至良好的收率得到产物。机理研究表明，涉及 N1 的六元铑环中间体可能在区域选择性催化循环中起关键作用。
