For Publishers
DiscoveryMetadataPeer reviewHostingPublishing
For Researchers
JoinPublishReviewCollect
Register
Blog
About
Search
Advanced search
My ScienceOpen
Search
For Publishers
For Researchers
Blog
About
0
views
53
references
 Top references
cited by
3
    
0 reviews
 Review
0
comments
 Comment
0
recommends
+1 Recommend
0 collections
    0
    shares
      108
      similar
       All similar
      • Record: found
      • Abstract: found
      • Article: found
      Is Open Access

      Synthesis of Uracil-Iodonium(III) Salts for Practical Utilization as Nucleobase Synthetic Modules

      research-article

      Read this article at

      ScienceOpenPublisherPMC
      Bookmark
          There is no author summary for this article yet. Authors can add summaries to their articles on ScienceOpen to make them more accessible to a non-specialist audience.

          Abstract

          Iodonium(III) salts bearing uracil moieties have recently appeared in the literature, but their structural scope and utilization are limited because of their hygroscopic characteristics. In this study, we describe our detailed investigations for synthesizing a series of uracil iodonium(III) salts derived with various structural motifs and counterions. These new compounds have been utilized as attractive synthetic modules in constructing functionalized nucleobase and nucleosides.

          Related collections

          Most cited references53

          • Record: found
          • Abstract: found
          • Article: not found

          Advances in Synthetic Applications of Hypervalent Iodine Compounds.

          Akira Yoshimura, Viktor V Zhdankin (2016)
          The preparation, structure, and chemistry of hypervalent iodine compounds are reviewed with emphasis on their synthetic application. Compounds of iodine possess reactivity similar to that of transition metals, but have the advantage of environmental sustainability and efficient utilization of natural resources. These compounds are widely used in organic synthesis as selective oxidants and environmentally friendly reagents. Synthetic uses of hypervalent iodine reagents in halogenation reactions, various oxidations, rearrangements, aminations, C-C bond-forming reactions, and transition metal-catalyzed reactions are summarized and discussed. Recent discovery of hypervalent catalytic systems and recyclable reagents, and the development of new enantioselective reactions using chiral hypervalent iodine compounds represent a particularly important achievement in the field of hypervalent iodine chemistry. One of the goals of this Review is to attract the attention of the scientific community as to the benefits of using hypervalent iodine compounds as an environmentally sustainable alternative to heavy metals.
          Article 0 comments Cited 229 times – based on 0 reviews     Review now
            Bookmark
            • Record: found
            • Abstract: not found
            • Article: not found

            Diaryliodonium Salts: A Journey from Obscurity to Fame

            Eleanor Merritt, Berit Olofsson (2009)
            Article 0 comments Cited 210 times – based on 0 reviews     Review now
              Bookmark
              • Record: found
              • Abstract: found
              • Article: not found

              Indolyne and aryne distortions and nucleophilic regioselectivites.

              K. Houk, Neil K. Garg, G-Yoon J Im … (2010)
              Density functional theory computations reproduce the surprisingly high regioselectivities in nucleophilic additions and cycloadditions to 4,5-indolynes and the low regioselectivities in the reactions of 5,6-indolynes. Transition-state distortion energies control the regioselectivities, activating the 5 and 6 positions over the 4 and 7 positions, leading to high preferences for 5- and 6-substituted products from 4,5- and 6,7-indolynes, respectively. Orbital and electrostatic interactions have only minor effects, producing low regioselectivities in the reactions of 5,6-indolynes. The distortion model predicts high regioselectivities with 6,7-indolynes; these have been verified experimentally. The regioselectivities found with other arynes are explained on the basis of distortion energies that are reflected in reactant geometries.
              Article 0 comments Cited 48 times – based on 0 reviews     Review now
                Bookmark
                All references

                Author and article information

                Contributors
                Kazunori Miyamoto: Role: Academic Editor
                Journal
                Journal ID (nlm-ta): Molecules
                Journal ID (iso-abbrev): Molecules
                Journal ID (publisher-id): molecules
                Title: Molecules
                Publisher: MDPI
                ISSN (Electronic): 1420-3049
                Publication date (Electronic): 21 August 2019
                Publication date Collection: September 2019
                Volume: 24
                Issue: 17
                Electronic Location Identifier: 3034
                Affiliations
                [1 ]Faculty of Pharmacy, Meijo University, 150 Yagotoyama, Tempaku-ku, Nagoya 468-8503, Japan
                [2 ]College of Pharmaceutical Sciences, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga 525–8577, Japan
                [3 ]Department of Applied Chemistry, College of Life Sciences, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga 525–8577, Japan
                [4 ]Department of Liberal Arts and Sciences, Kanagawa University of Human Services, 1-10-1 Heisei-cho, Yokosuka, Kanagawa 238-8522, Japan
                [5 ]School of Pharmacy, Shujitsu University, 1-6-1 Nishigawara, Naka-ku, Okayama 703-8516, Japan
                [6 ]Graduate School of Pharmaceutical Sciences, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8601, Japan
                Author notes
                [* ]Correspondence: ntakenag@ 123456meijo-u.ac.jp (N.T.); td1203@ 123456ph.ritsumei.ac.jp (T.D.); Tel.: +81-052-839-2706 (N.T.); +81-077-561-4908 (T.D.)
                Author information
                https://orcid.org/0000-0003-3776-9406
                https://orcid.org/0000-0001-7257-2575
                Article
                Publisher ID: molecules-24-03034
                DOI: 10.3390/molecules24173034
                PMC ID: 6749211
                PubMed ID: 31438596
                SO-VID: def62645-280b-41fb-b20f-fdb5d6c8860b
                Copyright © © 2019 by the authors.
                License:

                Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license ( http://creativecommons.org/licenses/by/4.0/).

                History
                Date received : 05 August 2019
                Date accepted : 19 August 2019
                Categories
                Subject: Article

                Keywords: hypervalent compound,iodonium salt,nucleobase,uracil
                Data availability:
                Keywords: hypervalent compound, iodonium salt, nucleobase, uracil

                Comments

                Comment on this article

                scite_

                Similar content108

                See all similar

                Cited by3

                See all cited by

                Most referenced authors965

                See all reference authors