Unique copper–salen complex: an efficient catalyst for N-arylations of anilines and imidazoles at room temperature

Copper(I) 3-Methylsalicylate Mediates the Chan–Lam N-Arylation of Heterocycles

“…This methodology is not as robust as the similar one using aryl bromides [10] and it appears less efficient than the Chan-Lam protocols employing the synthetic Cu-salens. [8,9] Nevertheless, the methodology reported here provides a useful alternative for performing Ullmann-type N-arylations. …”

“…The reaction of imidazole and aryl boronic acids mediated by a synthetic sulfonato-Cu-salen complex in water at 100 C gave good to excellent yields of N-arylimidazoles [8] and a more recent report has shown that a related synthetic Cu-salen complex mediated the N-arylation of imidazole and benzimidazole with aryl boronic acids in good yields at room temperature in 2-propanol. [9] We recently reported that commercially available copper(I) 3-methylsalicylate (CuMeSal) mediated the reaction between aryl bromides and various N-heterocycles in excellent yields. [10] To our knowledge the use of CuMeSal for Chan-Lam coupling has not been reported for N-arylation.…”

Cu AND Mn COMPLEXES OF NICOTINIC ACID AND IMIDAZOLE: A CURRENT REVIEW.

“…This protocol was located to be favorable for many electronically improved aryl boronic acids and also anilines with good output of the isolated product. Additional the scope with this protocol has been spread towards the formation of several N-aryl imidazoles with iso-propanol ligand [34].…”

A convenient and simple synthesis of N-aryl-pyrrolopyrimidines using boronic acids and promoted by copper (II) acetate

“…[22][23] It takes advantage of the convenient, well-known properties of arylboronic acids: stability, structural diversity and lower toxicity. 24 This article reports studies on the N-arylation of 2,4-dichloro-7H-pyrrolo [2,3-d]pyrimidine (Table 1), using a simple modified Lam-Chan conditions. The substrate of this reaction was choose due that is an interesting intermediate in the synthesis of substituted-purine derivatives with biological properties (Fig.…”