1. N-Arylation of Protected Azamacrocycles
- Author
-
Alberte X. Veiga, Máté Erdélyi, and Sven Arenz
- Subjects
Steric effects ,010405 organic chemistry ,Aryl ,Organic Chemistry ,Homogeneous catalysis ,010402 general chemistry ,01 natural sciences ,Catalysis ,0104 chemical sciences ,chemistry.chemical_compound ,chemistry ,Alkoxide ,Surface modification ,Organic chemistry ,Electronic properties - Abstract
A rapid method for efficient palladium-catalyzed N-arylation of polynitrogenated macrocycles is presented. Its applicability for functionalization of protected azamacrocycles of various sizes with substituted aryl bromides of optional electronic properties is demonstrated. The compatibility of the protocol with common N-protecting schemes as well as the impact of electronic versus steric factors is discussed. Using a commercially available catalytic system and easily available alkoxide or phenoxide base, the method provides moderate to excellent yields of N-arylated azamacrocycles (45–96%).
- Published
- 2013