Department of Chemical Sciences, Indian Institute of Science Education and Research Kolkata, Mohanpur 741246, India.
Org Lett. 2022 Feb 18;24(6):1298-1302. doi: 10.1021/acs.orglett.1c04268. Epub 2022 Feb 8.
A facile synthesis of mono-, 1,1- and 1,2-disubstituted cyclopropanes via visible light-mediated photoredox/nickel dual catalysis is demonstrated. The challenging intramolecular C(sp)-C(sp) cross-electrophile coupling of readily available unactivated 1,3-dialkyl electrophiles was performed under mild conditions that allowed traditionally reactive functional groups to be included. Mechanistic inspection and control experiments revealed the importance of dual catalysis and that the reaction proceeds via a stepwise oxidative addition followed by an intramolecular S2 reaction.
通过可见光介导的光氧化还原/镍双催化反应，我们展示了一种简便的合成单取代、1,1-和 1,2-二取代环丙烷的方法。在温和的条件下，通过可见光介导的光氧化还原/镍双催化反应，实现了具有挑战性的、分子内的 C(sp)-C(sp)交叉亲电偶联反应，该反应使用了易得的、未活化的 1,3-二烷基亲电试剂，并且允许包括传统上反应性的官能团。通过机理研究和控制实验，我们揭示了双催化的重要性，以及反应是通过逐步的氧化加成，然后是分子内的 S2 反应进行的。
