Literature DB >> 17962775

Hypervalent iodine-mediated ring contraction reactions.

Luiz F Silva1.   

Abstract

Hypervalent iodine reagents constitute a powerful tool in modern synthetic organic chemistry, promoting several important reactions. One such reaction is the ring contraction of cycloalkenes and cycloalkanones promoted by iodine(III) compounds, such as iodobenzene diacetate, iodosylbenzene, iodotoluene difluoride, and [hydroxy(tosyloxy)- iodo]benzene (Koser' s reagent). This review covers all the literature related to the ring contraction of cyclic ketones and olefins promoted by iodine(III) species.

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Year:  2006        PMID: 17962775      PMCID: PMC6148539          DOI: 10.3390/11060421

Source DB:  PubMed          Journal:  Molecules        ISSN: 1420-3049            Impact factor:   4.411


  11 in total

1.  Organic Polyvalent Iodine Compounds.

Authors:  Peter J. Stang; Viktor V. Zhdankin
Journal:  Chem Rev       Date:  1996-05-09       Impact factor: 60.622

Review 2.  Polyvalent iodine in organic chemistry.

Authors:  Peter J Stang
Journal:  J Org Chem       Date:  2003-04-18       Impact factor: 4.354

Review 3.  Recent developments in the chemistry of polyvalent iodine compounds.

Authors:  Viktor V Zhdankin; Peter J Stang
Journal:  Chem Rev       Date:  2002-07       Impact factor: 60.622

4.  Solvent-free reactions with hypervalent iodine reagents.

Authors:  Mekhman S Yusubov; Thomas Wirth
Journal:  Org Lett       Date:  2005-02-03       Impact factor: 6.005

5.  1-[Hydroxy(sulfonyloxy)iodo]-1H,1H-perfluoroalkanes: Stable, Fluoroalkyl Analogs of Koser's Reagent.

Authors:  Viktor V. Zhdankin; Chris J. Kuehl; Angela J. Simonsen
Journal:  J Org Chem       Date:  1996-11-15       Impact factor: 4.354

6.  Rigid phencyclidine analogues. Binding to the phencyclidine and sigma 1 receptors.

Authors:  R M Moriarty; L A Enache; L Zhao; R Gilardi; M V Mattson; O Prakash
Journal:  J Med Chem       Date:  1998-02-12       Impact factor: 7.446

7.  Iodophosphoryloxylation of carbon-carbon multibonds and its application to glycals

Authors: 
Journal:  J Org Chem       Date:  2000-07-28       Impact factor: 4.354

8.  Organohypervalent iodine: development, applications, and future directions.

Authors:  Robert M Moriarty
Journal:  J Org Chem       Date:  2005-04-15       Impact factor: 4.354

9.  Triptycene quinones in synthesis: preparation of triptycene cyclopentenedione and its reactivity as a dienophile.

Authors:  Spyros Spyroudis; Nikoletta Xanthopoulou
Journal:  J Org Chem       Date:  2002-06-28       Impact factor: 4.354

10.  Novel oxidative alpha-tosyloxylation of alcohols with iodosylbenzene and p-toluenesulfonic acid and its synthetic use for direct preparation of heteroaromatics.

Authors:  Makoto Ueno; Takahiro Nabana; Hideo Togo
Journal:  J Org Chem       Date:  2003-08-08       Impact factor: 4.354

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  5 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.  Photoinduced Carboborative Ring Contraction Enables Regio- and Stereoselective Synthesis of Multiply Substituted Five-Membered Carbocycles and Heterocycles.

Authors:  Shengfei Jin; Vu T Nguyen; Hang T Dang; Dat P Nguyen; Hadi D Arman; Oleg V Larionov
Journal:  J Am Chem Soc       Date:  2017-08-09       Impact factor: 15.419

3.  Indatraline: synthesis and effect on the motor activity of Wistar rats.

Authors:  Márcia Kameyama; Fernanda A Siqueira; Miriam Garcia-Mijares; Luiz F Silva; Maria T A Silva
Journal:  Molecules       Date:  2011-11-10       Impact factor: 4.411

4.  Formal Enone α-Arylation via I(III)-Mediated Aryl Migration/Elimination.

Authors:  Bruna S Martins; Daniel Kaiser; Adriano Bauer; Irmgard Tiefenbrunner; Nuno Maulide
Journal:  Org Lett       Date:  2021-02-26       Impact factor: 6.005

5.  Facile oxidative rearrangements using hypervalent iodine reagents.

Authors:  Fateh V Singh; Julia Rehbein; Thomas Wirth
Journal:  ChemistryOpen       Date:  2012-11-06       Impact factor: 2.911

  5 in total

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