Literature DB >> 18616338

A new H2O2/acid anhydride system for the iodoarene-catalyzed C-C bond-forming reactions of phenols.

Toshifumi Dohi1, Yutaka Minamitsuji, Akinobu Maruyama, Satoshi Hirose, Yasuyuki Kita.   

Abstract

We have succeeded in the first versatile iodoarene-catalyzed C-C bond-forming reactions by development of a new reoxidation system at low temperatures using stoichiometric bis(trifluoroacetyl) peroxide A in 2,2,2-trifluoroethanol (TFE). The catalytic system supplies a wide range of substrates and functional availabilities sufficient to be used in the key synthetic process of producing biologically important Amaryllidaceae alkaloids.

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Year:  2008        PMID: 18616338     DOI: 10.1021/ol801321f

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  9 in total

Review 1.  Chemistry of polyvalent iodine.

Authors:  Viktor V Zhdankin; Peter J Stang
Journal:  Chem Rev       Date:  2008-12       Impact factor: 60.622

2.  Asymmetric oxidative dearomatizations promoted by hypervalent iodine(III) reagents: an opportunity for rational catalyst design?

Authors:  Andrew M Harned
Journal:  Tetrahedron Lett       Date:  2014-08-20       Impact factor: 2.415

Review 3.  Dearomatization strategies in the synthesis of complex natural products.

Authors:  Stéphane P Roche; John A Porco
Journal:  Angew Chem Int Ed Engl       Date:  2011-04-19       Impact factor: 15.336

4.  Catalytic Oxidative Coupling of Phenols and Related Compounds.

Authors:  Jingze Wu; Marisa C Kozlowski
Journal:  ACS Catal       Date:  2022-05-18       Impact factor: 13.700

5.  One-pot two-step synthesis of 3-iodo-4-aryloxy coumarins and their Pd/C-catalyzed annulation to coumestans.

Authors:  Niranjan Panda; Irshad Mattan
Journal:  RSC Adv       Date:  2018-02-16       Impact factor: 4.036

6.  Vanadium-Catalyzed Oxidative Intramolecular Coupling of Tethered Phenols: Formation of Phenol-Dienone Products.

Authors:  Philip H Gilmartin; Marisa C Kozlowski
Journal:  Org Lett       Date:  2020-03-31       Impact factor: 6.005

Review 7.  Synthesis of spirocyclic scaffolds using hypervalent iodine reagents.

Authors:  Fateh V Singh; Priyanka B Kole; Saeesh R Mangaonkar; Samata E Shetgaonkar
Journal:  Beilstein J Org Chem       Date:  2018-07-17       Impact factor: 2.883

Review 8.  The Chemical Synthesis of the Crinine and Haemanthamine Alkaloids: Biologically Active and Enantiomerically-Related Systems that Serve as Vehicles for Showcasing New Methodologies for Molecular Assembly.

Authors:  Nan Hu; Lorenzo V White; Ping Lan; Martin G Banwell
Journal:  Molecules       Date:  2021-02-02       Impact factor: 4.411

Review 9.  Scholl reaction as a powerful tool for the synthesis of nanographenes: a systematic review.

Authors:  Rabab S Jassas; Ehsan Ullah Mughal; Amina Sadiq; Reem I Alsantali; Munirah M Al-Rooqi; Nafeesa Naeem; Ziad Moussa; Saleh A Ahmed
Journal:  RSC Adv       Date:  2021-09-29       Impact factor: 4.036

  9 in total

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