Literature DB >> 23308039

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

Laëtitia Coudray1, Jean-Luc Montchamp.   

Abstract

The reactions of phosphinylidene-containing compounds with unactivated unsaturated hydrocarbons are reviewed. The review is organized by phosphorus-containing functional group types. Free-radical and metal-catalyzed additions of R(1)R(2)P(O)H to alkenes, alkynes, and related compounds, deliver functionalized organophosphorus compounds RP(O)R(1)R(2), including H-phosphinates, phosphinates, tertiary phosphine oxides, and phosphonates. The review covers the literature up to February 2008.

Entities:  

Year:  2008        PMID: 23308039      PMCID: PMC3539780          DOI: 10.1002/ejoc.200800331

Source DB:  PubMed          Journal:  European J Org Chem        ISSN: 1099-0690


  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

2.  (Phosphinyloxy)acyl amino acid inhibitors of angiotensin converting enzyme (ACE). 1. Discovery of (S)-1-[6-amino-2-[[hydroxy(4-phenylbutyl)phosphinyl]oxy]-1-oxohexyl]-L -proline a novel orally active inhibitor of ACE.

Authors:  D S Karanewsky; M C Badia; D W Cushman; J M DeForrest; T Dejneka; M J Loots; M G Perri; E W Petrillo; J R Powell
Journal:  J Med Chem       Date:  1988-01       Impact factor: 7.446

Review 3.  Recent advances in the use of phosphorus-centered radicals in organic chemistry.

Authors:  Dominique Leca; Louis Fensterbank; Emmanuel Lacôte; Max Malacria
Journal:  Chem Soc Rev       Date:  2005-08-31       Impact factor: 54.564

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.  Prodrug forms of N-[(4-deoxy-4-amino-10-methyl)pteroyl]glutamate-gamma-[psiP(O)(OH)]-glutarate, a potent inhibitor of folylpoly-gamma-glutamate synthetase: synthesis and hydrolytic stability.

Authors:  Yan Feng; James K Coward
Journal:  J Med Chem       Date:  2006-01-26       Impact factor: 7.446

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.  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

8.  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

9.  Hydrophosphorylation of alkenes with dialkyl phosphites catalyzed by Mn(III) under air.

Authors:  Osamu Tayama; Atsushi Nakano; Takahiro Iwahama; Satoshi Sakaguchi; Yasutaka Ishii
Journal:  J Org Chem       Date:  2004-08-06       Impact factor: 4.354

10.  alpha,alpha-Difluoro-H-phosphinates: useful intermediates for a variety of phosphate isosteres.

Authors:  Arnaud Gautier; Goulnara Garipova; Carmen Salcedo; Sébastien Balieu; Serge R Piettre
Journal:  Angew Chem Int Ed Engl       Date:  2004-11-12       Impact factor: 15.336

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  6 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.  UV-mediated hydrophosphinylation of unactivated alkenes with phosphinates under batch and flow conditions.

Authors:  Fabien Gelat; Maxime Roger; Christophe Penverne; Ahmed Mazzad; Christian Rolando; Laëtitia Chausset-Boissarie
Journal:  RSC Adv       Date:  2018-02-23       Impact factor: 4.036

3.  Synthesis of P,N-heterocycles from omega-amino-H-phosphinates: conformationally restricted alpha-amino acid analogs.

Authors:  Clémence Queffelec; Patrice Ribière; Jean-Luc Montchamp
Journal:  J Org Chem       Date:  2008-10-15       Impact factor: 4.354

4.  Temporary Protection of H-Phosphinic Acids as a Synthetic Strategy.

Authors:  Laëtitia Coudray; Jean-Luc Montchamp
Journal:  European J Org Chem       Date:  2009-09

5.  The mechanistic investigations of photochemical carbonyl elimination and oxidative addition reactions of (η5-C5H5)M(CO)3, (M = Mn and Re) complexes.

Authors:  Zheng-Feng Zhang; Ming-Der Su
Journal:  RSC Adv       Date:  2018-03-20       Impact factor: 3.361

6.  Sustainable Production of Reduced Phosphorus Compounds: Mechanochemical Hydride Phosphorylation Using Condensed Phosphates as a Route to Phosphite.

Authors:  Feng Zhai; Tiansi Xin; Michael B Geeson; Christopher C Cummins
Journal:  ACS Cent Sci       Date:  2022-02-14       Impact factor: 14.553

  6 in total

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