Literature DB >> 26099020

P2Et Phosphazene: A Mild, Functional Group Tolerant Base for Soluble, Room Temperature Pd-Catalyzed C-N, C-O, and C-C Cross-Coupling Reactions.

Alexander Buitrago Santanilla1, Melodie Christensen1, Louis-Charles Campeau1, Ian W Davies1, Spencer D Dreher1.   

Abstract

The non-nucleophilic organic superbase P2Et phosphazene can enable a broad range of palladium-catalyzed cross-coupling reactions, including C-C, C-N, and C-O couplings of aryl chlorides, bromides, and iodides at room temperature. The mildness and substrate compatibility of this chemistry can deliver immediate synthetic utility for the preparation of complex molecules.

Entities:  

Year:  2015        PMID： 26099020     DOI： 10.1021/acs.orglett.5b01648

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


  9 in total

1.  Pd-Catalyzed C-N Coupling Reactions Facilitated by Organic Bases: Mechanistic Investigation Leads to Enhanced Reactivity in the Arylation of Weakly Binding Amines.

Authors:  Joseph M Dennis; Nicholas A White; Richard Y Liu; Stephen L Buchwald
Journal:  ACS Catal       Date:  2019-03-15       Impact factor: 13.084

2.  Breaking the Base Barrier: An Electron-Deficient Palladium Catalyst Enables the Use of a Common Soluble Base in C-N Coupling.

Authors:  Joseph M Dennis; Nicholas A White; Richard Y Liu; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2018-03-22       Impact factor: 15.419

3.  Selective hydroxylation of aryl iodides to produce phenols under mild conditions using a supported copper catalyst.

Authors:  Leiduan Hao; Anika Auni; Guodong Ding; Xiaoyu Li; Haiping Xu; Tao Li; Qiang Zhang
Journal:  RSC Adv       Date:  2021-07-21       Impact factor: 4.036

4.  Aryl Amination Using Soluble Weak Base Enabled by a Water-Assisted Mechanism.

Authors:  Sii Hong Lau; Peng Yu; Liye Chen; Christina B Madsen-Duggan; Michael J Williams; Brad P Carrow
Journal:  J Am Chem Soc       Date:  2020-11-12       Impact factor: 15.419

5.  Biaryl Monophosphine Ligands in Palladium-Catalyzed C-N Coupling: An Updated User's Guide.

Authors:  Bryan T Ingoglia; Corin C Wagen; Stephen L Buchwald
Journal:  Tetrahedron       Date:  2019-05-11       Impact factor: 2.457

6.  Chemistry informer libraries: a chemoinformatics enabled approach to evaluate and advance synthetic methods.

Authors:  Peter S Kutchukian; James F Dropinski; Kevin D Dykstra; Bing Li; Daniel A DiRocco; Eric C Streckfuss; Louis-Charles Campeau; Tim Cernak; Petr Vachal; Ian W Davies; Shane W Krska; Spencer D Dreher
Journal:  Chem Sci       Date:  2016-01-26       Impact factor: 9.825

7.  Pd-Pd/PdO as active sites on intercalated graphene oxide modified by diaminobenzene: fabrication, catalysis properties, synergistic effects, and catalytic mechanism.

Authors:  Zihan Li; Erran Song; Ruirui Ren; Wuduo Zhao; Tiesheng Li; Minghua Liu; Yangjie Wu
Journal:  RSC Adv       Date:  2022-03-18       Impact factor: 3.361

8.  Highly Efficient Darzens Reactions Mediated by Phosphazene Bases under Mild Conditions.

Authors:  Carmine Lops; Paolo Pengo; Lucia Pasquato
Journal:  ChemistryOpen       Date:  2022-10       Impact factor: 2.630

9.  Synthesis of Fluorinated Alkyl Aryl Ethers by Palladium-Catalyzed C-O Cross-Coupling.

Authors:  Robert Szpera; Patrick G Isenegger; Maxime Ghosez; Natan J W Straathof; Rosa Cookson; David C Blakemore; Paul Richardson; Véronique Gouverneur
Journal:  Org Lett       Date:  2020-08-04       Impact factor: 6.005
  9 in total

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