An environmentally benign microwave-assisted domino [Pd]-catalyzed reaction, for the efficient and diverse synthesis of 3,3′-disubstituted indolines, oxindoles, and dihydrobenzofurans, is presented. Significantly, water served as the sole green solvent and the strategy displayed an excellent functional-group tolerance. Remarkably, the process was also amenable to unmasked functional groups and furnished the products, in very good to almost quantitative yields. © 2018 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim