Heterohelicenes are of increasing importance to the field of material science, molecular recognition, and asymmetric catalysis. However, the enantioselective construction of heterohelicenes, especially by organocatalytic method, remains rare and challenging. Herein, enantioenriched 1-(3-indol)-quino[5]helicenes have been synthesized through chiral phosphoric acid catalyzed Povarov reaction, followed by an oxidative central-to-helical chirality conversion process. The reaction has a broad scope and offers rapid access to an array of chiral quinohelicene derivatives with pretty enantioselectivities (up to 99% ee). Furthermore, optical properties of the studied quinohelicenes have been disclosed.