Literature DB >> 22905711

Room temperature, palladium-mediated P-arylation of secondary phosphine oxides.

Aaron J Bloomfield1, Seth B Herzon.   

Abstract

We show that a broad range of aryl iodides are efficiently coupled with secondary phosphine oxides using 1 mol % of a catalyst formed in situ from tris(dibenzylideneacetone)dipalladium and Xantphos (1). Scalemic (S)-methylphenylphosphine oxide [(S)-2e] is shown to undergo arylation without detectable stereoerosion. The application of this method to the synthesis of novel P-chiral phosphines and PCP ligands is demonstrated.

Entities:  

Year:  2012        PMID: 22905711     DOI: 10.1021/ol301831k

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


  6 in total

1.  Palladium-catalyzed α-arylation of benzylic phosphine oxides.

Authors:  Sonia Montel; Tiezheng Jia; Patrick J Walsh
Journal:  Org Lett       Date:  2013-12-02       Impact factor: 6.005

2.  A dual catalytic strategy for carbon-phosphorus cross-coupling via gold and photoredox catalysis.

Authors:  Ying He; Hongmiao Wu; F Dean Toste
Journal:  Chem Sci       Date:  2015-02       Impact factor: 9.825

3.  Access to P-chiral sec- and tert-phosphine oxides enabled by Le-Phos-catalyzed asymmetric kinetic resolution.

Authors:  Haile Qiu; Qiang Dai; Jiafeng He; Wenbo Li; Junliang Zhang
Journal:  Chem Sci       Date:  2020-09-02       Impact factor: 9.825

4.  A Sustainable and Efficient Synthesis of Benzyl Phosphonates Using PEG/KI Catalytic System.

Authors:  Shamrao Disale; Sandip Kale; George Abraham; Sandeep Kahandal; Ashish N Sawarkar; Manoj B Gawande
Journal:  Front Chem       Date:  2016-08-16       Impact factor: 5.221

5.  Nucleophile promoted gold redox catalysis with diazonium salts: C-Br, C-S and C-P bond formation through catalytic Sandmeyer coupling.

Authors:  Haihui Peng; Rong Cai; Chang Xu; Hao Chen; Xiaodong Shi
Journal:  Chem Sci       Date:  2016-06-10       Impact factor: 9.825

Review 6.  Focusing on the Catal. of the Pd- and Ni-Catalyzed Hirao Reactions.

Authors:  György Keglevich; Réka Henyecz; Zoltán Mucsi
Journal:  Molecules       Date:  2020-08-26       Impact factor: 4.411

  6 in total

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