Abstract
Treatment of 5‐bromo‐2‐(bromoacetyl)thiophene (1) with isoquinoline gave the isoquinolinium bromide 2. Reaction of 2 with acrylic acid derivatives, in the presence of MnO2, afforded the 3‐[(5‐bromothiophen‐2‐ylcarbonyl]pyrrolo[2,1‐a]‐isoquinolines 3a, 3b. Suzuki–Miyaura cross‐coupling reactions of the bromides 3a, 3b in aqueous solvent with several activated and deactivated aryl(hetaryl)boronic acids 4a, 4b, 4c, 4d, 4e, 4f using a Pd(II)‐complex under thermal heating as well as microwave‐irradiating conditions afforded the corresponding new arylated pyrrolo[2,1‐a]isoquinoline derivatives 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17 in high to excellent isolated yields.
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