Azobenzenes are a significant class of compounds in many fields, such as organic dyes, food additives, and material science. Thus, development of streamlined synthetic methods for their derivatives is greatly needed. Although the introduction of a wide range of functional groups onto a symmetrical azobenzene ring has been reported, selective introduction of substituents onto unsymmetrical azobenzenes still represents a formidable challenge. In our continuing efforts in C−H activation, we have been interested in the development of direct and selective C−N bond formation using both symmetrical and unsymmetrical azobenzenes under mild conditions. Hrerein, we present an efficient synthetic method for a wide range of amidated azobenzenes through the selective Rh-catalyzed C−H amidation reaction of symmetrical as well as unsymmetrical azobenzenes with alkyl-, aryl-, and heteroaryl-substituted dioxazolones under mild conditions. In addition, diamidation of azobenzenes and amidation of monoamidated azobenzenes will be presented.