An intermolecular two CC bond formation procedure for the synthesis of carbocycles mediated by hypervalent iodine(III) reagents was developed. This metal free protocol provided a new approach for the synthesis of useful substituted 1-amino-2-naphthoic acid derivatives via benzannulation reactions. Various N-unsubstituted and N-alkyl substituted aromatic enamines with terminal alkynes and non-terminal alkynes can be converted into corresponding 1-amino-2-naphthoic acid derivatives under mild reaction conditions. When meta-substituted phenyl enamines were employed in the reaction, two cyclization paths were detected in the reaction and ortho-cyclization products were the only or major products. Good functional group tolerance, readily available material and high atom utilization efficiency make this method a potential procedure which may find broad application in organic synthesis.