Rhodium-catalyzed regioselective arylation of phenylazoles and related compounds with arylboron reagents via C–H bond cleavage

Transition‐Metal‐Catalyzed Direct Arylation of (Hetero)Arenes by CH Bond Cleavage

“…More recently, this problem was elegantly addressed by the addition of ethyl chloroacetate (17) as the sacrificial oxidant. [17] This enabled arenes bearing imidazoles, pyridines, or oxazolines as directing groups to be efficiently arylated.…”

“…[17] This enabled arenes bearing imidazoles, pyridines, or oxazolines as directing groups to be efficiently arylated. It is particularly notable that azobenzene turned out to be a suitable substrate, and that boronic acids served as more convenient arylating reagents (Scheme 6).…”

Übergangsmetallkatalysierte direkte Arylierungen von (Hetero)Arenen durch C‐H‐Bindungsbruch

“…[17] Auf diese Weise konnten Arene mit dirigierenden Imidazol-, Pyridin-oder Oxazolingruppen effizient aryliert werden. Besonders bemerkenswert ist, dass sich selbst Azobenzol als ein geeignetes Substrat erwies und dass Boronsäuren als bequemere Arylierungsreagentien dienten (Schema 6).…”

Synthesis ofN-Sulfonylamidated and Amidated Azobenzenes under Rhodium Catalysis

“…1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50 51 52 53 54 55 56 57 58 59 60 2 Lee and coworkers demonstrated the synthesis of 2-aryl-2H-benzotriazoles from the C2-selective amidation of azobenzenes followed by oxidative cyclization. 7 Furthermore,halogenation,8 phosphorylation, 9 amination, 10 olefination, 11 tandem cyclization, 12 cyanation, 13 alkylation 14 and arylation 15 have been reported. In last decades, a great effort has been made towards the transition-metal-catalyzed direct functionalization of inactive C-H bonds with various coupling partners.…”