O'Brien Luke, Argent Stephen P, Ermanis Kristaps, Lam Hon Wai
The GlaxoSmithKline Carbon Neutral Laboratories for Sustainable Chemistry, University of Nottingham, Jubilee Campus, Triumph Road, Nottingham, NG7 2TU, UK.
School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD, UK.
Angew Chem Int Ed Engl. 2022 May 23;61(22):e202202305. doi: 10.1002/anie.202202305. Epub 2022 Mar 25.
Gold(I)-catalyzed nucleophilic allylations of pyridinium and quinolinium ions with various allyl pinacolboronates are reported. The reactions are completely selective with respect to the site of the azinium ion that is attacked, to give various functionalized 1,4-dihydropyridines and 1,4-dihydroquinolines. Evidence suggests that the reactions proceed through nucleophilic allylgold(I) intermediates formed by transmetalation from allylboronates. Density functional theory (DFT) calculations provided mechanistic insight.
据报道，金（I）催化吡啶鎓离子和喹啉鎓离子与各种烯丙基频哪醇硼酸酯的亲核烯丙基化反应。这些反应对于被进攻的氮鎓离子位点具有完全的选择性，从而生成各种官能化的1,4 - 二氢吡啶和1,4 - 二氢喹啉。有证据表明，反应通过烯丙基硼酸酯的金属转移形成的亲核烯丙基金（I）中间体进行。密度泛函理论（DFT）计算提供了机理见解。
