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Significant efforts have focused on nickel\u2010catalyzed couplings of aryl (pseudo)halides with nucleophiles, utilizing, for example, photo\u2010 or electrochemical strategies to access high\u2010valent Ni(III) species. Nevertheless, the analogous Ni(III)\u2010mediated oxidative cross\u2010coupling of two nucleophilic partners for carbon\u2013heteroatom bond construction remains elusive, despite the central role of such nucleophiles, for example, boronic acids, in cross\u2010coupling chemistry. Herein, we report a general oxygen\u2010radical capture strategy that accelerates the single\u2010electron oxidation of Ni(II) and subsequent reductive elimination, enabling diverse carbon\u2013heteroatom bond formations with aryl boronic acids. We demonstrate the oxidative coupling of aryl boronic acids with alcohols, a transformation that has never been realized by nickel catalysis, likely due to the facile \u03b2\u2010hydride elimination of the corresponding metal alkoxides. Mechanistic investigations and DFT calculations suggest the crucial role of the\n                    <jats:italic>tert<\/jats:italic>\n                    \u2010butoxyl radical in the transformation of Ni(II) to Ni(III), enabling facile reductive elimination that bypass other possible side pathways. Furthermore, we show that a broad range of nucleophiles can be employed for the construction of C\u2013O, C\u2013S, C\u2013N, and C\u2013P bonds using this method.\n                  <\/jats:p>","DOI":"10.1002\/anie.8724182","type":"journal-article","created":{"date-parts":[[2026,7,29]],"date-time":"2026-07-29T11:46:24Z","timestamp":1785325584000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Oxygen\u2010Radical Capture Enabled Nickel\u2010Catalyzed Carbon(sp\n                    <sup>2<\/sup>\n                    )\u2010Heteroatom Coupling of Two Nucleophiles"],"prefix":"10.1002","volume":"65","author":[{"given":"Jian","family":"Long","sequence":"first","affiliation":[{"name":"Hubei Research Center of Fundamental Science\u2010Chemistry, Engineering Research Center of Organosilicon Compounds &amp; Materials, Ministry of Education, College of Chemistry and Molecular Sciences Wuhan University  Wuhan 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