Literature DB >> 15103403

Palladium catalyzed cross-coupling reactions for phosphorus-carbon bond formation.

Adrian L Schwan1.   

Abstract

Underappreciated in the realm of palladium catalyzed cross-coupling chemistry is the formation of phosphorous-carbon bonds. This tutorial review summarises a collection of important contributions in the area, providing a flavour of the many types of phosphorus species that are participants in palladium catalyzed phosphorus-carbon bond formation. Recent developments include the usage of the cross-coupling reaction for preparation of phosphine ligands and the involvement of low molecular weight phosphinic acid derivatives for the synthesis of unsaturated phosphinic and phosphonic acid derivatives. Mechanistic cycles are offered in some instances. Stereochemical issues are addressed where applicable. The literature is covered to mid 2003.

Entities:  

Year:  2004        PMID: 15103403     DOI: 10.1039/b307538a

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  14 in total

1.  Arylphosphonate-Directed Ortho C-H Borylation: Rapid Entry into Highly-Substituted Phosphoarenes.

Authors:  Feiyang Xu; Olivia M Duke; Daniel Rojas; Hanka M Eichelberger; Raphael S Kim; Timothy B Clark; Donald A Watson
Journal:  J Am Chem Soc       Date:  2020-07-02       Impact factor: 15.419

2.  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

Review 3.  Cross-Coupling of Heteroatomic Electrophiles.

Authors:  Katerina M Korch; Donald A Watson
Journal:  Chem Rev       Date:  2019-06-11       Impact factor: 60.622

4.  Direct phosphorylation of benzylic C-H bonds under transition metal-free conditions forming sp3C-P bonds.

Authors:  Qiang Li; Chang-Qiu Zhao; Tieqiao Chen; Li-Biao Han
Journal:  RSC Adv       Date:  2022-06-24       Impact factor: 4.036

Review 5.  Decarboxylative cross-coupling reactions for P(O)-C bond formation.

Authors:  Akram Hosseinian; Fatemeh Alsadat Hosseini Nasab; Sheida Ahmadi; Zahra Rahmani; Esmail Vessally
Journal:  RSC Adv       Date:  2018-07-24       Impact factor: 4.036

6.  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

7.  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

8.  A novel approach to phosphonic acids from hypophosphorous acid.

Authors:  Karla Bravo-Altamirano; Jean-Luc Montchamp
Journal:  Tetrahedron Lett       Date:  2007-08-13       Impact factor: 2.415

9.  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

10.  Revisiting the Hirao Cross-coupling: Improved Synthesis of Aryl and Heteroaryl Phosphonates.

Authors:  Yamina Belabassi; Saeed Alzghari; Jean-Luc Montchamp
Journal:  J Organomet Chem       Date:  2008-01-15       Impact factor: 2.369

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