Ligand-controlled palladium catalysis enables switch between mono- and di-arylation of primary aromatic amines with 2-halobenzothiazoles was written by Zhu, Yan-Qiu;Zhang, Rui;Sang, Wei;Wang, Hua-Jing;Wu, Yuan;Yu, Bao-Yi;Zhang, Jun-Chao;Cheng, Hua;Chen, Cheng. And the article was included in Organic Chemistry Frontiers in 2020.Electric Literature of C13H10N2S This article mentions the following:
Herein, a wide range of mono- and di-arylated products were efficiently prepared from C-N coupling of 2-halobenzothiazoles and primary aromatic amines, and representative compounds I and II were further confirmed by X-ray crystallog. It was noteworthy that the di-arylated products, denoted as di(benzothiazolyl)amines, are new chem. entities which have not yet been reported. Moreover, the ligand-controlled protocol was extended to the synthesis of target mols. bearing a di-Ph ether or di-Ph amine scaffold. Several compounds exhibited good inhibitory activity against succinate-cytochrome c reductase (SCR), which revealed the practical application of this protocol. Notably, selective mono- and di-arylation could be switched simply by varying the ligand from Xantphos to a pyridine-functionalized N-heterocyclic carbene (NHC) ligand, and further investigations were carried out to elucidate the possible reason for this new finding. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Electric Literature of C13H10N2S).
N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Electric Literature of C13H10N2S
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica