Synthesis of pyrrolo[2,1-a]isoquinolines from activated acetylenes, benzoylnitromethanes, and isoquinoline

A study of [1]benzofuro[3,2-c]pyridine derivatives

“…Firstly we repeated the reaction with isoquinoline according procedure which was published in ref. 25. We obtained the same results as the authors 25 published.…”

“…25. We obtained the same results as the authors 25 published. However, we have been not able to get the better yield starting from 11 without any side products of the bituminous unidentified material.…”

“…23 At that time [1] The reaction of 11 with benzoylnitromethane and DMBD gave benzoyl dimethyl ester 16. The preparation of 16 was stimulated by an interesting publication 25 in which the authors described a simple synthesis of functionalized pyrrolo[2,1-a]isoquinolines and other important derivatives. The reaction forming fused pyrroles is related to the cycloadditions of quinolinium and isoquinolinium ylides with electron-deficient acetylenes.…”

“…The reaction forming fused pyrroles is related to the cycloadditions of quinolinium and isoquinolinium ylides with electron-deficient acetylenes. 25 It was interesting for us to compare the behavior our system 11 with isoquinoline in analogous reaction conditions. Firstly we repeated the reaction with isoquinoline according procedure which was published in ref.…”

SOLVENT FREE SYNTHESIS OF PYRROLO[2,1-a]ISOQUINOLINES UNDER MICROWAVE-IRRADIATION: AN ANTIOXIDANT POTENT.

“…Moreover, this type of compounds can be used as Positron Emission Tomography(PET) radiotracers for imaging serotonin uptake sites [12].The varied biological activities of pyrrolo [2,1-a]isoquinoline derivatives have attracted the attention of organic chemists and a number of synthetic methodologies have been developed for this system [13][14][15][16][17][18][19][20].…”