A facile synthetic approach to 6H-pyrrolo[3,2,1-de]acridines has been developed by using cascade N-nucleophilic addition−cyclic Michael addition process of arynes and indoles substituted with Michael acceptors under metal-free conditions. Additionally, photophysical studies of a few of the newly synthesized pyrroloacridine compounds indicated good fluorescence emission properties.

The dibenzobicyclo[3.2.1]­octadienone scaffold, which has been found in naphthocyclinones, engelharquinones, rubialatin A, etc., has been synthesized under mild transition metal-free conditions by aryne insertion reaction with 2-keto-1,3-indandiones. The application of this methodology has been demonstrated for the synthesis of the 6/6/5/6/6 scaffold of rubialatin A. 1H NMR experimental studies confirm that the reaction proceeds through the formation of benzocyclobutane followed by a 7-member carbocycle ring.

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Fluorinated heterocyclic compounds have been proven to exhibit interesting potential biological activities. Therefore, various fluorinated 1(2-(N)-benzyl) phthalazinones, 1-Phthalazinamine, and non-fluorinated 1-alkoxy/benzyloxy phthalazines derivatives have been synthesized by the ultrasonication method. This protocol is more efficient than the conventional method in terms of product yield and reaction handling and timelines.