Radical Cascade Multicomponent Minisci Reactions with Diazo Compounds was written by Su, Yong-Liang;Liu, Geng-Xin;De Angelis, Luca;He, Ru;Al-Sayyed, Ammar;Schanze, Kirk S.;Hu, Wen-Hao;Qiu, Huang;Doyle, Michael P.. And the article was included in ACS Catalysis in 2022.Electric Literature of C8H8N2 This article mentions the following:
Based on the strategy of polarity reversal in the generation of free radicals derived from diazo compounds, R1C(=N2)R2[R1 = ethoxycarbonyl, (benzyloxy)carbonyl, N,N-diethylcarbamoyl, etc.; R2 = H, C(O)OMe] photocatalyzed multicomponent reactions (MCRs) of nitrogen aromatic heterocycles, e.g., 4-methylquinoline, alkenes R3CH=CH2 [R3 = methoxymethyl, cyclohexyl, 4-[(furan-2-yl)carbonyloxy]butyl, etc.], and diazo compounds form functionalized derivatives e.g., Et 4-(4-methylquinolin-2-yl)-6-phenylhexanoate in good to high yields and exacting regioselectivities. The carbon radicals generated from the acceptor diazo compounds are electrophilic, and their selective additions with alkenes provide nucleophilic radicals, which enable the further rapid assembly with various heteroarenes. A delicate balance has been achieved between the activation of heteroarenes through protonation and the decomposition of diazo compounds by the same acid. This multicomponent Minisci reaction shows high functional group tolerance, especially in the incorporation of biol. active mols. Detailed mechanistic studies that include photophys. measurements elaborate this radical cascade reaction. Furthermore, this transformation provides new opportunities for versatile reactions of diazo compounds in radical cascade multicomponent coupling reactions. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Electric Literature of C8H8N2).
1-Methylbenzimidazole (cas: 1632-83-3) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. Electric Literature of C8H8N2
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem