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A novel seven-membered lactam formation method has been established by intramolecular ring closure reaction of 4-bromo-(E)-3-[(2-alkylvinyl)carbonylamino]benzo[b]furans (17) under Heck coupling conditions. A number of furo[2,3,4-jk][2]benzazepin-4(3H)-ones (20), tricyclicbenzo[b]furans, have been prepared by this method and evaluated for their leukotriene B4 (LTB4) receptor and poly(ADP-ribose)polymerase-1 (PARP-1) inhibitory activities.

Graphical abstract: Synthesis and biological activities of novel furo[2,3,4-jk][2]benzazepin-4(3H)-one derivatives

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