Site-selective Ru-catalyzed C-H bond alkenylation with biologically relevant isoindolinones: a case of catalyst performance controlled by subtle stereo-electronic effects of the weak directing group was written by Yuan, Yu-Chao;Bruneau, Christian;Roisnel, Thierry;Gramage-Doria, Rafael. And the article was included in Catalysis Science & Technology in 2019.Recommanded Product: 5388-42-1 This article mentions the following:
Alkenylated isoindolinones I [R = CO2Me, Ph, 4-FC6H4, etc.; R1 = H; R2 = H, Me, Cl, MeO, CN, CO2Et; R3 = R4 = H, Me, MeO; R1R2 = OCH2O] were prepared via site-selective Ru-catalyzed C-H bond alkenylation of isoindolinones with alkenes. Notably, besides the presence of two aromatic C-H sites available for functionalization, selective mono-alkenylation in the ortho-position with respect to the nitrogen atom were achieved with a readily available ruthenium catalyst. The scalability, versatility and high functional group tolerance of the catalysis enabled the late-stage functionalization of biol. relevant indoprofen and further derivatizations. Preliminary mechanistic studies indicated, the ease of the C-H bond activation step, the key role of the carbonyl group as a weak directing group throughout the catalytic cycle and the unexpected subtle differences associated between cyclic amides and imides as weak directing groups in ruthenium-catalyzed C-H bond alkenylation reactions. The isolation and role of an unprecedented off-cycle ruthenium complex was discussed as well. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Recommanded Product: 5388-42-1).
2-Phenylisoindolin-1-one (cas: 5388-42-1) 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. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Recommanded Product: 5388-42-1
Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles