Selective Carboxylate Directed ortho Functionalization in Copper Catalyzed Reactions of Polyiodo Aromatics: A Straightforward Preparation of 5, 7‐Diiodo‐1H‐isochromen‐1‐ones. Issue 41 (6th November 2017)

• Record Type: Journal Article
• Authors: Anselmi, Elsa; Bahlaouan, Zineb; Inack Ngi, Samuel; Parrain, Jean Luc; Magnier, Emmanuel; Abarbri, Mohamed
• Is Part Of: European journal of organic chemistry. Issue 41(2017)
• Page Start: 6131
• Page End: 6136
• Publication Date: 2017-11-06
• Subjects: Synthetic methods -- Oxygen heterocycles -- Copper -- Homogeneous catalysis -- Regioselectivity -- Isocoumarins; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201700859
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : A facile, and totally regioselective one‐pot approach to synthesize 5, 7‐diiodo‐3‐substituted‐isocoumarins is described. This reaction was realized by using copper iodide as the catalyst under mild reaction conditions. The methodology was used to design a wide variety of compounds and was tolerant to a large number of functional groups. Interestingly, among the three possible carbon–iodine bonds, only one was reactive, which left the two others intact for further functionalization. Abstract : A straightforward copper‐catalyzed synthesis of 5, 7‐diiodo‐1 H ‐isochromen‐1‐ones was developed by starting from 2, 3, 5‐triiodo benzoic acid and terminal alkynes