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A novel and efficient methodology for the synthesis of 6H-benzo[c]chromenes, 6H-benzo[c]chromen-6-ones, carbazoles, dibenzofurans, dibenzooxepins has been developed. The reaction goes through intramolecular O-/N-arylations with sp2C–Br bonds via typical SNAr pathway in presence of potassium-tert-butoxide base.

We have developed a novel and efficient methodology for the intramolecular aryl C–H oxidative lactonization of 2-arylbenzaldehyde using a low-cost CuCl catalyst and TBHP as the oxidant at room temperature. We applied the methodology to the synthesis of a series of dibenzopyranones.

An efficient hetero-annulation protocol has been developed for the construction of 4,5,6-trisubstituted-1,3-dihydroisobenzofurans via palladium-catalyzed domino carbopalladation of bromoenynes and internal alkynes. The reaction followed domino intramolecular Heck cyclization (5-exo-dig) and termination of the resulting diene with an internal alkyne to give highly substituted isobenzofurans in moderate to good yields.

Two efficient hetero-annulation protocols have been developed for the synthesis of stable substituted c-fused thiophene derivatives with moderate to high yield. 3-(2-formyl-phenyl)-acrylic acid esters afforded benzo[c]thiophenes in the presence of phosphorus pentasulfide in refluxing benzene while 3-(2-formyl-cycloalkenyl)α,β-unsaturated esters resulted in the formation of c-fused thiophene derivatives when reacted with sodium sulfide in refluxing tetrahydrofuran.