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This reaction sequence involves an initial oxidation of <jats:italic>N<\/jats:italic>\u2010hydroxyaminoallenes with NuH (Nu=OH, OR, NHR, and SR) to form 3\u2010substituted 2\u2010en\u20101\u2010ones, followed by Br\u00f8nsted acid catalyzed intramolecular cyclizations of the resulting products. Our mechanistic analysis suggests that the reactions proceed through a radical\u2010type mechanism rather than a typical nitrone\u2010intermediate route. The utility of this new Cu\u2010catalyzed reaction is shown by its applicability to the synthesis of several 2\u2010amino\u20104\u2010methylquinoline derivatives, which are known to be key precursors to several bioactive molecules.<\/jats:p>","DOI":"10.1002\/chem.201406317","type":"journal-article","created":{"date-parts":[[2015,2,5]],"date-time":"2015-02-05T14:59:44Z","timestamp":1423148384000},"page":"4590-4594","source":"Crossref","is-referenced-by-count":23,"title":["Cu\u2010Catalyzed Aerobic Oxidative Cyclizations of 3\u2010<i>N<\/i>\u2010Hydroxyamino\u20101,2\u2010propadienes with Alcohols, Thiols, and Amines To Form \u03b1\u2010<i>O<\/i>\u2010, <i>S<\/i>\u2010, and <i>N<\/i>\u2010Substituted 4\u2010Methylquinoline Derivatives"],"prefix":"10.1002","volume":"21","author":[{"given":"Pankaj","family":"Sharma","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rai\u2010Shung","family":"Liu","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2015,2,5]]},"reference":[{"key":"e_1_2_3_1_2","unstructured":"For reviews on quinoline species in pharmaceutical use see:"},{"key":"e_1_2_3_2_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2010.04.011"},{"key":"e_1_2_3_3_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4RA01814A"},{"key":"e_1_2_3_4_2","doi-asserted-by":"publisher","DOI":"10.1002\/med.20062"},{"key":"e_1_2_3_5_2","unstructured":"J.Kawakami J.Wetzel L. 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