Our laboratory introduced a process called carbonyl alkylative amination (CAA) for the synthesis of tertiary alkylamines (Figure ). In this reaction, visible-light and a silane mediate the addition of an alkyl-radical-generated from a non-activated alkyl iodide-to an unbiased and in situ generated all-alkyl iminium ion (formed from a secondary amine and aldehyde) to form a wide range of tertiary complex alkylamines. Central to the success of this process was the multifaceted role of the silane, which not only facilitated a unique alkyl-radical initiation step but, following alkyl-radical addition to an iminium ion, enabled a rapid hydrogen atom transfer (HAT) to the resulting aminium radical cation to form a stable ammonium salt product. The addition of an alkylradical to a base-sensitive alkyl-substituted aldiminium ion represents a higher order variant of CRA and provides a particularly useful strategic bond forming reaction for the synthesis of a-branched tertiary alkylamines that would not be possible using the corresponding organometallic addition. While this reaction displayed excellent scope in the secondary amine, aldehyde and alkyl halide component, significantly lower yields of product were observed when using primary amines, unless the imine was derived from highly activated aketoesters, and precluded a general strategy for the synthesis of different types of alkylamine. Herein, we report a reaction platform to accommodate the synthesis of a-branched secondary alkylamines through the modular coupling of primary amines with aldehydes and alkyl iodides (Figure ). This reaction exhibits a good scope across the three components and offers a practical process for the synthesis of a wide range of a-branched secondary alkylamines. Furthermore, we demonstrate how the reaction can be adapted to generate saturated nitrogen heterocycles, and to enable selective alkylation of primary over cyclic secondary amines. This work substantially expands the scope