Regioselective Synthesis of β‐Aryl Enaminones and 1, 4, 5‐ Trisubstituted 1, 2, 3‐Triazoles from Chalcones and Benzyl Azides. Issue 16 (30th July 2014)

• Record Type: Journal Article
• Authors: Xie, Yu‐Yang; Wang, Ying‐Chun; Qu, Hong‐En; Tan, Xian‐Chun; Wang, Heng‐Shan; Pan, Ying‐Ming
• Is Part Of: Advanced synthesis & catalysis. Volume 356:Issue 16(2014)
• Page Start: 3347
• Page End: 3355
• Publication Date: 2014-07-30
• 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.201400315
• Languages: English
• ISSNs: 1615-4150

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>A highly regioselective synthesis of β‐aryl enaminones and 1, 4, 5‐trisubstituted 1, 2, 3‐triazoles from chalcones and benzyl azides based on reaction solvent selection is reported. In the presence of a catalytic amount of Ce(OTf)₃, reactions of chalcones with benzyl azides in DMF at 100 °C afforded densely substituted <italic>Z</italic>‐β‐aryl enaminones in good to excellent yields, whereas treatment of chalcones with benzyl azides in toluene at 100 °C selectively produced 1, 4, 5‐trisubstituted 1, 2, 3‐triazoles in excellent yields.</p> <p> <boxed-text content-type="graphic" position="anchor" orientation="portrait"> <graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgh2ch471xz" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /> </boxed-text> </p> </abstract>