Zhang, Lingjuan et al. published their research in Applied Catalysis, B: Environmental in 2023 | CAS: 56341-41-4

Tuning band structures of Hf-PCN-224(M) for β-Carbonyl C(sp³)-H bond activation and difunctionalization: Tandem C(sp³) radical cross-coupling through photoredox was written by Zhang, Lingjuan;Ma, Lijuan;Yuan, Jincong;Zhang, Xian-Ming;Tang, Zhiyong. And the article was included in Applied Catalysis, B: Environmental in 2023.Computed Properties of C8H6FNO This article mentions the following:

The construction of C(sp³)-C(sp³) bonds by different C(sp³) radicals coupling reactions is still unexplored due to the high bond dissociation energy of C(sp³)-H bond and the difficulty for selective generating of C(sp³) radical. Benefiting from the precisely regulating for band structures of Hf-PCN-224(M), the β-carbonyl C(sp³)-H bonds are effectively oxidized by photo-generated holes to affording C(sp³) radicals in this work. C(sp³)-C(sp³) and C(sp³)-O bonds are constructed by tandem radical-radical cross-coupling, hydrogen atom transfer (HAT), and radical-radical cross-coupling between two C(sp³)-H bonds, enabling an effective C3-difunctionalization of indolin-2-ones under photo-thermo synergetic catalysis on Hf-PCN-224(Cu). Significantly, OH serves as triple roles, introduced hydroxyl group in situ, HAT abstractor and α-heteroatom for secondary activating C(sp³)-H bonds. Control experiments, EPR spectroscopy and DFT calculation provide insight into the tandem radicals cross-coupling mechanism. This operable strategy opens up a door for the difunctionalization of C(sp³)-H bonds in heterogeneous photoredox manner. In the experiment, the researchers used many compounds, for example, 5-Fluoroindolin-2-one (cas: 56341-41-4Computed Properties of C8H6FNO).

5-Fluoroindolin-2-one (cas: 56341-41-4) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Computed Properties of C8H6FNO

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles