Abstract
The Minisci-type reaction between C(sp(3))─H bonds and nitrogen-containing aromatics was carried out using a simple protocol based on the persulfate anion (PS) under microwave (MW) irradiation. The MW/PS protocol is applicable to a wide variety of dehydrogenative coupling reactions of N-heteroaromatics and C(sp(3))─H bonds, leading to the formation of alkylated heteroaromatics. Site-selectivity is ensured by hydrogen atom transfer (HAT) with the sulfate radical affecting the polar/steric effects in the transition state. The MW/PS protocol was applicable to direct intramolecular cyclization to give five and six-membered rings fused by pyridine and lutidine, which, in previous methods, it was necessary to use tedious derivatization to imino-oxyacetic acids as HAT precursors.