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Carboxy\u2010MIDA\u2010boronate was previously shown to be a bench\u2010stable boron\u2010containing building block for the synthesis of borylated heterocycles. The present study demonstrates that, in addition to its utility as a precursor to heterocycle synthesis, carboxy\u2010MIDA\u2010boronate is an excellent in situ CO surrogate that is tolerant of reactive functionalities such as amines, alcohols, and carbon\u2010based nucleophiles. Its wide functional\u2010group compatibility is highlighted in the palladium\u2010catalyzed aminocarbonylation, alkoxycarbonylation, carbonylative Sonogashira coupling, and carbonylative Suzuki\u2013Miyaura coupling of aryl halides. A variety of amides, esters, (hetero)aromatic ynones, and bis(hetero)aryl ketones were synthesized in good\u2010to\u2010excellent yields in a one\u2010pot fashion.\n                  <\/jats:p>","DOI":"10.1002\/anie.202010211","type":"journal-article","created":{"date-parts":[[2020,10,21]],"date-time":"2020-10-21T11:36:09Z","timestamp":1603280169000},"page":"4342-4349","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":47,"title":["Carboxyboronate as a Versatile In Situ CO Surrogate in Palladium\u2010Catalyzed Carbonylative Transformations"],"prefix":"10.1002","volume":"60","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-7859-5804","authenticated-orcid":false,"given":"Chieh\u2010Hung","family":"Tien","sequence":"first","affiliation":[{"name":"Davenport Research Laboratories Department of Chemistry University of Toronto  80 St. George Street Toronto ON M5S 3H6 Canada"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Alina","family":"Trofimova","sequence":"additional","affiliation":[{"name":"Davenport Research Laboratories Department of Chemistry University of Toronto  80 St. George Street Toronto ON M5S 3H6 Canada"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Aleksandra","family":"Holownia","sequence":"additional","affiliation":[{"name":"Davenport Research Laboratories Department of Chemistry University of Toronto  80 St. George Street Toronto ON M5S 3H6 Canada"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Branden S.","family":"Kwak","sequence":"additional","affiliation":[{"name":"Davenport Research Laboratories Department of Chemistry University of Toronto  80 St. George Street Toronto ON M5S 3H6 Canada"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Reed T.","family":"Larson","sequence":"additional","affiliation":[{"name":"Process Research &amp; Development Merck &amp; Co., Inc.  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