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This lecture will provide an overview of the primary reactivity patterns observed in aryl halides, pseudohalides, and organometallic compounds within the realm of cross-coupling reactions. Additionally, it will explore strategies for activating unreactive substrates through the selection of suitable catalytic systems. The main topics covered in the lecture are: factors controlling the reactivity of aryl halides and pseudohalides; reactivity of pseudohalides based on phenols; reactivity of pseudohalides from anilines; C-C bond activation in cross-couplings; the ranking of reactivity in aryl halides and pseudohalides; factors controlling the reactivity of organometallics; how can we effect on the reactivity of aryl halides, pseudohalides, and organometallic compounds; rational design of the cross-couplings and retrosynthesis; anisoles as coupling partners in cross-couplings; esters as coupling partners in cross-couplings; nitro compounds as coupling partners in cross-couplings. This lecture covers the works from the groups of Y. Nakao, K. Itami, and N. Chatani. The cover picture is adapted from the stock image library of Office 365. Check the whole series in this playlist: • Introduction to cross-coupling reactions .