A new domino synthetic approach for the synthesis of highly functionalized tetrahydrocarbazoles via DROC of various functionalized DA-cyclopropanes with 2-indolylnitroethylene and indole-substituted alkylidene malonate is described. The tetrahydrocarbazoles were obtained with excellent diastereoselectivity having cis alignment of the 1,4-appendages across the six-membered carbocyclic ring.