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Literature DB >> 17940584

A novel approach to phosphonic acids from hypophosphorous acid.

Karla Bravo-Altamirano¹, Jean-Luc Montchamp.

Abstract

A novel access to phosphonic acids via Pd-catalyzed tandem carbon-phosphorus bond formation - oxidation processes was developed. The procedures involve atom-economical and environmentally friendly functionalization reactions of hypophosphorous acid (H(3)PO(2)) and H-phosphinic acids [RP(O)(OH)(H)].

Entities: Chemical

Year: 2007 PMID： 17940584 PMCID： PMC2031837 DOI： 10.1016/j.tetlet.2007.06.090

Source DB: PubMed Journal: Tetrahedron Lett ISSN： 0040-4039 Impact factor: 2.415

28 in total

Review 1. Transition-metal-catalyzed addition of heteroatom-hydrogen bonds to alkynes.

Authors: Francisco Alonso; Irina P Beletskaya; Miguel Yus
Journal: Chem Rev Date: 2004-06 Impact factor: 60.622

Review 2. Fluorinated phosphonates: synthesis and biomedical application.

Authors: Vadim D Romanenko; Valery P Kukhar
Journal: Chem Rev Date: 2006-09 Impact factor: 60.622

3. The atom economy--a search for synthetic efficiency.

Authors: B M Trost
Journal: Science Date: 1991-12-06 Impact factor: 47.728

Review 4. How to get the most out of two phosphorus chemistries. Studies on H-phosphonates.

Authors: Jacek Stawinski; Adam Kraszewski
Journal: Acc Chem Res Date: 2002-11 Impact factor: 22.384

5. Rhodium-catalyzed regioselective olefin hydrophosphorylation.

Authors: J F Reichwein; M C Patel; B L Pagenkopf
Journal: Org Lett Date: 2001-12-27 Impact factor: 6.005

6. Palladium-catalyzed dehydrative allylation of hypophosphorous acid with allylic alcohols.

Authors: Karla Bravo-Altamirano; Jean-Luc Montchamp
Journal: Org Lett Date: 2006-08-31 Impact factor: 6.005

7. New (alpha-Hydroxyalkyl)phosphorus Amphiphiles: Synthesis and Dissociation Constants.

Authors: Dominique Albouy; Alice Brun; Aurelio Munoz; Guita Etemad-Moghadam
Journal: J Org Chem Date: 1998-10-16 Impact factor: 4.354

8. Copper-catalyzed addition of H-phosphine oxides to alkynes forming alkenylphosphine oxides.

Authors: Mingyu Niu; Hua Fu; Yuyang Jiang; Yufen Zhao
Journal: Chem Commun (Camb) Date: 2006-10-25 Impact factor: 6.222

9. Palladium-catalyzed hydrophosphinylation of alkenes and alkynes.

Authors: Sylvine Deprèle; Jean-Luc Montchamp
Journal: J Am Chem Soc Date: 2002-08-14 Impact factor: 15.419

10. Synthesis of glycopyranosylphosphonate analogues of certain natural nucleoside diphosphate sugars as potential inhibitors of glycosyltransferases.

Authors: M M Vaghefi; R J Bernacki; N K Dalley; B E Wilson; R K Robins
Journal: J Med Chem Date: 1987-08 Impact factor: 7.446

10 in total

1. Room-temperature alternative to the Arbuzov reaction: the reductive deoxygenation of acyl phosphonates.

Authors: Sean M A Kedrowski; Dennis A Dougherty
Journal: Org Lett Date: 2010-09-17 Impact factor: 6.005

2. Direct conversion of benzylic and allylic alcohols to phosphonates.

Authors: Rocky J Barney; Rebekah M Richardson; David F Wiemer
Journal: J Org Chem Date: 2011-03-15 Impact factor: 4.354

3. Green, Palladium-Catalyzed Synthesis of Benzylic H-phosphinates from Hypophosphorous Acid and Benzylic Alcohols.

Authors: Laëtitia Coudray; Jean-Luc Montchamp
Journal: European J Org Chem Date: 2008-08-01

4. Synthesis and in vitro evaluation of aspartate transcarbamoylase inhibitors.

Authors: Laëtitia Coudray; Anne F Pennebaker; Jean-Luc Montchamp
Journal: Bioorg Med Chem Date: 2009-09-30 Impact factor: 3.641

5. Recent Developments in the Addition of Phosphinylidene-Containing Compounds to Unactivated Unsaturated Hydrocarbons: Phosphorus-Carbon Bond-Formation via Hydrophosphinylation and Related Processes.

Authors: Laëtitia Coudray; Jean-Luc Montchamp
Journal: European J Org Chem Date: 2008-07-01