Copper‐Catalyzed Selective Synthesis of Isoindolin‐1‐ones and Isoquinolin‐1‐ones from the Three‐Component Coupling of 2‐Halobenzoic Acid, Alkynylcarboxylic Acid and Ammonium Acetate. Issue 16 (3rd September 2014)

• Record Type: Journal Article
• Authors: Irudayanathan, Francis Mariaraj; Noh, Jieun; Choi, Jinseop; Lee, Sunwoo
• Is Part Of: Advanced synthesis & catalysis. Volume 356:Issue 16(2014)
• Page Start: 3433
• Page End: 3442
• Publication Date: 2014-09-03
• 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.201400451
• Languages: English
• ISSNs: 1615-4150

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>Isoindolin‐1‐ones and isoquinolin‐1‐ones were selectively synthesized from the reaction of 2‐halobenzoic acid, arylalkynylcarboxylic acid and ammonium acetate (NH₄OAc) in the presence of cesium carbonate (Cs₂CO₃) and a copper catalyst. Conducting the reaction under one‐pot conditions provided isoindolin‐1‐ones in good yields. Changing the addition sequence of ammonium acetate after all reagents had reacted at 120 °C for 6 h selectively produced isoquinolin‐1‐ones. A variety of arylalkynylcarboxylic acids produced the corresponding isoindolin‐1‐ones and isoquinolin‐1‐ones in good yields.</p> <p> <boxed-text content-type="graphic" position="anchor" orientation="portrait"> <graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgh2ch4720k" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /> </boxed-text> </p> </abstract>