College of Chemistry and Materials Science, Wenzhou University, Wenzhou 325035, PR China.
Org Biomol Chem. 2021 Dec 22;20(1):122-126. doi: 10.1039/d0ob02032j.
A Yb(OTf) catalyzed [1,3]-rearrangement of 3-alkenyl oxindoles was achieved, affording a variety of multifunctional 3-ylideneoxindoles with good yields and / selectivities (64%-89% yield, 78 : 22->99 : 1 /). Importantly, an operationally simple, one-pot sequential catalytic synthesis of 3-ylideneoxindoles was also developed. Additionally, a cross [1,3]-rearrangement experiment and nonracemic transformation were also carried out, which indicated a concerted rearrangement mechanism of this methodology.
Yb(OTf) 催化的 3-烯基氧化吲哚的[1,3]-重排反应得以实现，以良好的收率和/选择性（64%-89%收率，78 : 22->99 : 1 /）得到多种多功能 3-亚甲基氧化吲哚。重要的是，还开发了一种操作简单的一锅法顺序催化合成 3-亚甲基氧化吲哚的方法。此外，还进行了交叉[1,3]-重排实验和非对映选择性转化实验，这表明了该方法的协同重排机制。
