Air-stable palladium(0) phosphine sulfide catalysts for Ullmann-type C-N and C-O coupling reactions was written by Majumder, Arpi;Gupta, Ragini;Mandal, Mrinmay;Babu, Madhu;Chakraborty, Debashis. And the article was included in Journal of Organometallic Chemistry in 2015.Reference of 1843-21-6 This article mentions the following:
This paper describes an efficient procedure for palladium(0)-catalyzed N-arylation and O-arylation of aryl halides by Ullmann-type cross coupling reaction under mild reaction conditions in a short reaction time. Two phosphine sulfide ligands and their corresponding Pd(0) complexes namely [Pd(p2S2)(dba)] and [Pd(pp3S4)(dba)], were synthesized, where p2S2 is 1,2-bis(diphenylphosphino)ethane disulfide, pp3S4 is tris[2-(diphenylphosphino)ethyl]phosphine tetrasulfide, and dba is dibenzylideneacetone. Optimal reaction conditions were determined for the arylation reactions using iodobenzene and benzimidazole by varying temperature, solvent, base, and catalyst loading. The cross coupling reactions were carried out taking iodobenzenes/bromobenzenes and a wide variety of substituted aryl amines/phenols/alcs. with different steric and electronic properties to afford the desired N-arylamines/diaryl ethers/alkyl aryl ethers in good to excellent yield (70-94%). In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Reference of 1843-21-6).
N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone. Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 °C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.Reference of 1843-21-6
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica