Herein, we report a new route towards succinimide-fused densely 1,3-cyclohexadienes through the reaction of 1,6-diynes with electron-deficient alkenes under cobalt catalysis. This method shown high efficiency, wide substrate scope, good functional group tolerance, good atom-economy, and easily scale-up. Furthermore, the succinimide-fused densely 1,3-cyclohexadienes could be easily converted to 7,9,11-triaryl-8H-acenaphtho[1,2-f]isoindole-8,10(9H)-dione derivatives in good to excellent yields which probably exhibited good photophysical property via the dehydrogenation under the cooperative work of iodine/CH3ONa.

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