BuNI催化的氧化C-C交叉脱氢偶联反应，用于2H-吲唑的区域选择性直接C-3苄基化反应。
BuNI-catalyzed, oxidative C-C cross dehydrogenative coupling for the regioselective direct C-3 benzylation of 2H-indazoles.
作者信息
Yadav Lalit, Chaudhary Sandeep
机构信息
Laboratory of Organic and Medicinal Chemistry (OMC Lab), Department of Chemistry, Malaviya National Institute of Technology, Jawaharlal Nehru Marg, Jaipur 302017, India.
出版信息
Org Biomol Chem. 2020 Aug 5;18(30):5927-5936. doi: 10.1039/d0ob01282c.
A Bu4NI-catalyzed, DTBP-promoted, regioselective C(sp2)-C(sp3) cross dehydrogenative coupling (CDC) protocol for the direct C-3 benzylation of 2H-indazoles is reported. The metal-free protocol is operationally simple and proceeds mechanistically via the generation of stable benzylic free-radicals followed by regioselective addition at the C-3 position of 2H-indazoles which afforded C-3 benzylated 2H-indazoles up to 87% yields. The methodology showed a varied array of functional group tolerance and wide substrate compatibility. The gram-scale synthesis further highlights the importance and versatile nature of this methodology.
报道了一种由Bu4NI催化、DTBP促进的区域选择性C(sp2)-C(sp3)交叉脱氢偶联（CDC）方法，用于2H-吲唑的直接C-3苄基化反应。该无金属方法操作简单，其机理是通过生成稳定的苄基自由基，然后在2H-吲唑的C-3位进行区域选择性加成，得到产率高达87%的C-3苄基化2H-吲唑。该方法显示出广泛的官能团耐受性和底物兼容性。克级规模的合成进一步突出了该方法的重要性和通用性。
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