{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,26]],"date-time":"2025-10-26T14:32:19Z","timestamp":1761489139396},"reference-count":31,"publisher":"Wiley","issue":"5","license":[{"start":{"date-parts":[[2013,5,17]],"date-time":"2013-05-17T00:00:00Z","timestamp":1368748800000},"content-version":"vor","delay-in-days":16,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Helvetica Chimica Acta"],"published-print":{"date-parts":[[2013,5]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>The known, very efficient base\u2010free copper(I) oxide catalyzed <jats:italic>N<\/jats:italic>\u2010arylation reaction performed in MeOH at room temperature for the synthesis of <jats:italic>N<\/jats:italic>\u2010substituted azoles and amines was extended to the heterocyclic series, i.e., we report herein the base\u2010free copper(I) oxide catalyzed <jats:italic>N<\/jats:italic>\u2010heteroarylation of 1<jats:italic>H<\/jats:italic>\u2010(benz)imidazole, by means of electron\u2010rich or electron\u2010deficient <jats:italic>B<\/jats:italic>\u2010heteroarylboronic acids or 2\u2010heteroaryl\u20104,4,5,5\u2010tetramethyl\u20101,3,2\u2010dioxaborolanes (<jats:italic>Schemes\u20051<\/jats:italic> and <jats:italic>2<\/jats:italic>). Under these conditions, <jats:italic>N<\/jats:italic>\u2010heteroarylated 1<jats:italic>H<\/jats:italic>\u2010(benz)imidazoles were obtained in good to excellent yields (<jats:italic>Tables\u20021<\/jats:italic> and <jats:italic>2<\/jats:italic>). This is the first time that 2\u2010heteroaryl\u20104,4,5,5\u2010tetramethyl\u20101,3,2\u2010dioxaborolanes were used in this type of reaction.<\/jats:p>","DOI":"10.1002\/hlca.201200310","type":"journal-article","created":{"date-parts":[[2013,5,17]],"date-time":"2013-05-17T10:42:25Z","timestamp":1368787345000},"page":"853-863","source":"Crossref","is-referenced-by-count":7,"title":["Scope and Limitations of the Base\u2010Free Copper(I) Oxide Catalyzed <i>N<\/i>\u2010Heteroarylation of 1<i>H<\/i>\u2010(Benz)imidazoles with <i>B<\/i>\u2010Heteroarylboronic Acids or 2\u2010Heteroaryl\u20104,4,5,5\u2010tetramethyl\u20101,3,2\u2010dioxaborolanes"],"prefix":"10.1002","volume":"96","author":[{"given":"Agathe","family":"Begouin","sequence":"first","affiliation":[]},{"given":"Maria\u2010Jo\u00e3o R. 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