A novel and efficient tandem protocol for the swift synthesis of dihydrobenzo[]indenocarbazole frameworks from 2-alkynylanilines and 2-alkynylbenzaldehydes via BF·OEt-facilitated benzannulation and Friedel-Crafts reaction has been described. This innovative approach accommodates a wide array of functional groups, offering a myriad of diversified carbazole products. Later, postsynthetic modification leads to its C(sp)-H hydroxylation. Furthermore, the photophysical properties of some selected synthesized moieties have been meticulously investigated, promising exciting avenues for further exploration.
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