Aryl boronic acid-controlled divergent ring-contraction and ring-opening/isomerization reaction of tert -cyclobutanols enabled by nickel catalysis.
Zhichang HeZhengwen WangZhao GaoHongwei QianWangqiannan DingHongwei JinYunkui LiuBingwei ZhouPublished in: Organic & biomolecular chemistry (2023)
In this work, we wish to present a nickel-catalyzed divergent ring-contraction and ring-opening/isomerization reaction of tert -cyclobutanols. The key to control these two different reaction pathways is to choose appropriate boronic acid, where the use of phenylboronic acid and pyrimidin-5-ylboronic acid enables a ring-contraction and ring-opening reaction/isomerization, respectively. Both cyclopropyl aryl methanones and 1-aryl butan-1-ones could be selectively obtained.