A straightforward procedure for the preparation of N-quinoxaline-indoles is presented. A base-catalyzed one-pot addition of indoles to a preformed α-iminoketone proceeds on the N-1 indole and the subsequent adduct undergoes an acid-mediated deprotection of an internal amino nucleophile, intramolecular cyclization, and final oxidation generating N-1-quinoxaline-indoles in good yield.A novel route to N-1-quinoxaline-indoles is presented. Base-catalyzed addition of indole to preformed α-iminoketones proceeds at the N-1 indole position and the subsequent adduct undergoes an acid-mediated Boc-deprotection, cyclization, and oxidation generating N-1-quinoxaline-indoles in good yield in a succinct three steps.