Literature DB >> 17107100

Highly functionalized benzene syntheses by directed mono or multiple magnesiations with TMPMgCl.LiCl.

Wenwei Lin1, Oliver Baron, Paul Knochel.   

Abstract

The direct magnesiation of highly functionalized aromatics bearing an ester, a nitrile, or a ketone can be readily performed by using an OBoc as a directing group and TMPMgCl.LiCl as a base. It allows, for example, the preparation of a meta-magnesiated benzophenone in >95%. After quenching, highly functionalized and substituted benzenes are obtained. [reaction: see text].

Entities:  

Mesh:

Substances:

Year:  2006        PMID: 17107100     DOI: 10.1021/ol0625536

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


  12 in total

1.  A broadly applicable copper reagent for trifluoromethylations and perfluoroalkylations of aryl iodides and bromides.

Authors:  Hiroyuki Morimoto; Tetsu Tsubogo; Nichole D Litvinas; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2011-03-25       Impact factor: 15.336

2.  Pd-Catalyzed Conjunctive Cross-Coupling between Grignard-Derived Boron "Ate" Complexes and C(sp2) Halides or Triflates: NaOTf as a Grignard Activator and Halide Scavenger.

Authors:  Gabriel J Lovinger; Mark D Aparece; James P Morken
Journal:  J Am Chem Soc       Date:  2017-02-16       Impact factor: 15.419

3.  Unusual Kinetic Profiles for Lewis Base-Catalyzed Sulfenocyclization of ortho-Geranylphenols in Hexafluoroisopropyl Alcohol.

Authors:  Kevin A Robb; Soumitra V Athavale; Scott E Denmark
Journal:  Synlett       Date:  2019-08-07       Impact factor: 2.454

4.  Functionalization of heterocyclic compounds using polyfunctional magnesium and zinc reagents.

Authors:  Paul Knochel; Matthias A Schade; Sebastian Bernhardt; Georg Manolikakes; Albrecht Metzger; Fabian M Piller; Christoph J Rohbogner; Marc Mosrin
Journal:  Beilstein J Org Chem       Date:  2011-09-13       Impact factor: 2.883

5.  Palau'chlor: a practical and reactive chlorinating reagent.

Authors:  Rodrigo A Rodriguez; Chung-Mao Pan; Yuki Yabe; Yu Kawamata; Martin D Eastgate; Phil S Baran
Journal:  J Am Chem Soc       Date:  2014-04-29       Impact factor: 15.419

6.  Selective Functionalization of Tetrathiafulvalene Using Mg- and Zn-TMP-Bases: Preparation of Mono-, Di-, Tri-, and Tetrasubstituted Derivatives.

Authors:  Julia Nafe; Florian Auras; Konstantin Karaghiosoff; Thomas Bein; Paul Knochel
Journal:  Org Lett       Date:  2015-10-15       Impact factor: 6.005

7.  Disposable cartridge concept for the on-demand synthesis of turbo Grignards, Knochel-Hauser amides, and magnesium alkoxides.

Authors:  Mateo Berton; Kevin Sheehan; Andrea Adamo; D Tyler McQuade
Journal:  Beilstein J Org Chem       Date:  2020-06-19       Impact factor: 2.883

8.  Total Synthesis of the Proposed Structure of Paraphaeosphaeride C.

Authors:  Kenichi Kobayashi; Risako Kunimura; Hiroshi Kogen
Journal:  Molecules       Date:  2019-11-21       Impact factor: 4.411

9.  Directed regioselective ortho,ortho'-magnesiations of aromatics and heterocycles using sBu2Mg in toluene.

Authors:  Andreas Hess; Jan P Prohaska; Sabrina B Doerrich; Florian Trauner; Ferdinand H Lutter; Sébastien Lemaire; Simon Wagschal; Konstantin Karaghiosoff; Paul Knochel
Journal:  Chem Sci       Date:  2021-05-18       Impact factor: 9.825

10.  Structural tracking of the potassium-mediated magnesiation of anisole.

Authors:  William Clegg; Ben Conway; Pablo García-Alvarez; Alan R Kennedy; Robert E Mulvey; Luca Russo; Jörg Sassmannshausen; Tell Tuttle
Journal:  Chemistry       Date:  2009-10-19       Impact factor: 5.236

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.