In　most　Suzuki–Miyaura　carbon-carbon　cross-coupling　reactions,　the　borabicyclo[3.3.1]nonane　scaffold　(9-BBN)　only　serves　as　an　auxiliary　facilitating　the　transmetalation　step　and　thus　is　transformed　into　by-products.　There　are　rare　examples　where　the　9-BBN　derivatives　serve　as　the　potentially　diverse　C8　building　blocks　in　cross-coupling　reactions.　Herein,　we　report　a　cobalt-catalyzed　migratory　carbon-carbon　cross-coupling　reaction　of　the　in　situ　formed　9-BBN　ate　complexes　to　afford　diverse　aryl-　and　alkyl-functionalized　cyclooctenes.　Preliminary　mechanistic　studies　suggest　the　oxidation-induced　cis-bicyclo[3.3.0]oct-1-ylborane　is　the　key　intermediate　in　this　migratory　cross-coupling　reaction,　which　promotes　the　development　of　other　diverse　migratory　cross-coupling　of　borate　complexes.　©　2025