A radical approach for the selective C-H borylation of azines was written by Kim, Ji Hye;Constantin, Timothee;Simonetti, Marco;Llaveria, Josep;Sheikh, Nadeem S.;Leonori, Daniele. And the article was included in Nature (London, United Kingdom) in 2021.Product Details of 40230-24-8 This article mentions the following:
B functional groups are often introduced in place of aromatic C-H bonds to expedite small-mol. diversification through coupling of mol. fragments1-3. Current approaches based on transition-metal-catalyzed activation of C-H bonds are effective for the borylation of many (hetero)aromatic derivatives4,5 but show narrow applicability to azines (N-containing aromatic heterocycles), which are key components of many pharmaceutical and agrochem. products6. Here the authors report an azine borylation strategy using stable and inexpensive amine-borane7 reagents. Photocatalysis converts these low-mol.-weight materials into highly reactive boryl radicals8 that undergo efficient addition to azine building blocks. This reactivity provides a mechanistically alternative tactic for sp2 C-B bond assembly, where the elementary steps of transition-metal-mediated C-H bond activation and reductive elimination from azine-organometallic intermediates are replaced by a direct, Minisci9-style, radical addition The strongly nucleophilic character of the amine-boryl radicals enables predictable and site-selective C-B bond formation by targeting the azine’s most activated position, including the challenging sites adjacent to the basic N atom. This approach enables access to aromatic sites that elude current strategies based on C-H bond activation, and led to borylated materials that would otherwise be difficult to prepare The authors have applied this process to the introduction of amine-borane functionalities to complex and industrially relevant products. The diversification of the borylated azine products by mainstream cross-coupling technologies establishes aromatic amino-boranes as a powerful class of building blocks for chem. synthesis. In the experiment, the researchers used many compounds, for example, 4,6-Diphenylpyrimidin-2-amine (cas: 40230-24-8Product Details of 40230-24-8).
4,6-Diphenylpyrimidin-2-amine (cas: 40230-24-8) belongs to pyrimidine derivatives. The pyrimidine nitrogenous bases are derived from the organic compound pyrimidine through the addition of various functional groups. Pyrimidine derivatives have been used in a wide variety of pharmaceuticals including general anesthetics, anti-epilepsy medication, anti-malaria medication, drugs for treating high blood pressure, and HIV medication.Product Details of 40230-24-8
Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia