Xie Hui, Zhang Yan, Breit Bernhard
Institut für Organische Chemie, Albert-Ludwigs-Universität Freiburg Albertstraße 21 79104 Freiburg im Breisgau Germany
Chem Sci. 2025 Aug 14. doi: 10.1039/d5sc05057j.
While the vinyl cyclopropane (VCP) scaffold exhibits unique reactivity in chemical transformations, its synthesis presents certain challenges. Herein, we report the visible-light photoredox-catalyzed radical-polar crossover cyclization (RPCC) of terminal and internal allenes with carboxylic acids, realizing the construction of functionalized vinyl cyclopropanes (VCPs) with highly chemo-, and regioselectivities under mild conditions. Moreover, this photoredox protocol exhibits good functional group tolerance, a broad substrate scope, facile scalability and easy rearrangement to give various cyclopentene units.
虽然乙烯基环丙烷（VCP）骨架在化学转化中表现出独特的反应活性，但其合成存在一定挑战。在此，我们报道了末端和内烯丙基与羧酸的可见光光氧化还原催化的自由基-极性交叉环化（RPCC）反应，在温和条件下实现了具有高化学选择性和区域选择性的官能化乙烯基环丙烷（VCP）的构建。此外，这种光氧化还原方法具有良好的官能团耐受性、广泛的底物范围、易于放大以及易于重排以得到各种环戊烯单元。
