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Naphtho[2,3-<i>b</i>]furan-4,9-dione is an important privileged structural motif which is present in natural products, drugs, and drug candidates. Herein, visible-light-mediated [3+2] cycloaddition reaction for the synthesis of naphtho[2,3-<i>b</i>]furan-4,9-diones and dihydronaphtho[2,3-<i>b</i>]furan-4,9-diones has been developed. Under environmentally friendly conditions, a variety of title compounds were delivered in good yields. This new protocol shows excellent regioselectivity and remarkable functional group tolerance. This approach provides a powerful, green, efficient, and facile means to expand the structural diversity of naphtho[2,3-<i>b</i>]furan-4,9-diones and dihydronaph-tho[2,3-<i>b</i>]furan-4,9-diones as promising scaffolds for novel drug discovery.