Literature DB >> 19142920

Aluminum bases for the highly chemoselective preparation of aryl and heteroaryl aluminum compounds.

Stefan H Wunderlich1, Paul Knochel.   

Abstract

Selective C-H activation with a series of neutral aluminum trisamide bases led to a wide range of polyfunctional aryl and heteroaryl aluminum reagents. Ester and cyano groups are stable under the reaction conditions for this direct alumination, and donor oxygen substituents are efficient directing groups. High metalation regioselectivities were observed with O,S and N,S heterocycles (see example).

Entities:  

Year:  2009        PMID: 19142920     DOI: 10.1002/anie.200804966

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  4 in total

1.  Preparation of functionalized organoaluminiums by direct insertion of aluminium to unsaturated halides.

Authors:  Tobias Blümke; Yi-Hung Chen; Zhihua Peng; Paul Knochel
Journal:  Nat Chem       Date:  2010-03-24       Impact factor: 24.427

2.  Room temperature catalytic carbon-hydrogen bond alumination of unactivated arenes: mechanism and selectivity.

Authors:  Thomas N Hooper; Martí Garçon; Andrew J P White; Mark R Crimmin
Journal:  Chem Sci       Date:  2018-05-29       Impact factor: 9.825

3.  Metallation of sensitive fluoroarenes using a potassium TMP-zincate supported by a silyl(bis)amido ligand.

Authors:  Pasquale Mastropierro; Alan R Kennedy; Eva Hevia
Journal:  Chem Commun (Camb)       Date:  2022-04-26       Impact factor: 6.065

4.  Synthesis of Polyflourinated Biphenyls; Pushing the Boundaries of Suzuki-Miyaura Cross Coupling with Electron-Poor Substrates.

Authors:  David Bulfield; Stefan M Huber
Journal:  J Org Chem       Date:  2017-12-04       Impact factor: 4.354

  4 in total

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