Sulfur(IV)-Mediated Unsymmetrical Heterocycle Cross-Couplings was written by Zhou, Min;Tsien, Jet;Qin, Tian. And the article was included in Angewandte Chemie, International Edition in 2020.Formula: C4H2BrFN2 This article mentions the following:
Despite the tremendous utilities of metal-mediated cross-couplings in modern organic chem., coupling reactions involving nitrogenous heteroarenes remain a challenging undertaking – coordination of Lewis basic atoms into metal centers often necessitate elevated temperature, high catalyst loading, etc. Herein, the authors report a sulfur (IV) mediated cross-coupling amendable for the efficient synthesis of heteroaromatic substrates. Addition of heteroaryl nucleophiles to a simple, readily-accessible alkyl sulfinyl (IV) chloride gave a trigonal bipyramidal sulfurane intermediate. Reductive elimination therefrom provides bis-heteroaryl products in a practical and efficient fashion. In the experiment, the researchers used many compounds, for example, 2-Bromo-5-fluoropyrazine (cas: 1209459-10-8Formula: C4H2BrFN2).
2-Bromo-5-fluoropyrazine (cas: 1209459-10-8) belongs to pyrazine derivatives. Pyrazinesare six-membered aromatic heterocyclic organic compounds with two nitrogen atoms at 1,4-positions. Pyrazine is a weaker base (pKb = 13.4) than pyridine (pKb = 8.8), pyrimidine (pKb = 12.7). Pyrazine heterocycles and their benzo derivatives possess many interesting properties, including chemical reactivity profiles, and have diverse applications in total synthesis, medicine, chemical biology, materials, dyes, and imaging.Formula: C4H2BrFN2