Copper(I)‐Catalyzed Dehydrogenative Amidation of Arenes Using Air as the Oxidant. Issue 6 (16th March 2015)

• Record Type: Journal Article
• Authors: Li, Gang; Jia, Chunqi; Chen, Qingliang; Sun, Kai; Zhao, Feng; Wu, Hankui; Wang, Zhiyong; Lv, Yunhe; Chen, Xiaolan
• Is Part Of: Advanced synthesis & catalysis. Volume 357:Issue 6(2015)
• Page Start: 1311
• Page End: 1315
• Publication Date: 2015-03-16
• Subjects: Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201400883
• Languages: English
• ISSNs: 1615-4150

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>The copper(I) bromide‐catalyzed intermolecular dehydrogenative amidation of arenes via CH bond activation assisted by a 2‐pyridyl or 1‐pyrazolyl chelating group using air as the terminal oxidant has been achieved at 140 °C. <italic>N</italic>‐Aryl amides, <italic>N</italic>‐alkyl amides, benzamide derivatives, imides, and lactams all are good coupling partners to obtain moderate to excellent yields. The amount of solvent is critical for the transformation: both increasing and decreasing the amount of solvent decreased the yield. Notably, the amidation of bimolecular 2‐phenylpyridine with the dual NH bonds of a primary amide proceeded smoothly in one‐pot to afford a good yield under the same conditions. The amidation can be performed with a good yield at the gram scale.</p> <p> <boxed-text content-type="graphic" position="anchor" orientation="portrait"> <graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgjg5fvp8q" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /> </boxed-text> </p> </abstract>