Cu/Fe-mediated N(sp²)-arylation/alkenylation of pyridines with aryl-/alkenylboronic acids to yield versatile cationic materials

Abstract

Cu/Fe-mediated arylation of pyridines with arylboronic acids, featuring low-cost catalytic system and easy operation, is disclosed. A series of length-controllable linear (the number of aryls ranges from 2 to 6)...

Iron–Copper Dual Catalysis Enabling C−C and C−X (X=N, B, P, S, Sn) Bond Formation

“…In 2010, Lee and Crivello disclosed the first synthesis of N‐aryl heteroaromatic onium salts by the direct copper‐catalyzed arylation of pyridine, substituted pyridines, isoquinolines, and acridine with diaryliodonium salts [43] . Recently, the first achievement of N ‐arylation/alkenylation of sp 2 nitrogen heterocycles that directly assembled N ‐aryl/alkenyl pyridiniums with aryl‐ or alkenylboronic acids was reported by Li and co‐workers [44] . This strategy featured a low‐cost and easy handling Cu/Fe‐mediated direct N ( sp 2 )‐arylation/alkenylation reaction between pyridines 23 – 1 and aryl‐ or alkenylboronic acids 23 – 2 and 23 – 4 , preparing a series of length‐controllable linear pyridinium salts 23 – 3 and 23 – 5 (n=2–6) (Scheme 23).…”