Literature DB >> 27231755

Synthesis of Highly Functionalized Triarylbismuthines by Functional Group Manipulation and Use in Palladium- and Copper-Catalyzed Arylation Reactions.

Martin Hébert1, Pauline Petiot1, Emeline Benoit1, Julien Dansereau1, Tabinda Ahmad1, Adrien Le Roch1, Xavier Ottenwaelder2, Alexandre Gagnon1.   

Abstract

Organobismuthines are an attractive class of organometallic reagents that can be accessed from inexpensive and nontoxic bismuth salts. Triarylbismuthines are particularly interesting due to their air and moisture stability and high functional group tolerance. We report herein a detailed study on the preparation of highly functionalized triarylbismuth reagents by triple functional group manipulation and their use in palladium- and copper-catalyzed C-, N-, and O-arylation reactions.

Entities:  

Year:  2016        PMID: 27231755     DOI: 10.1021/acs.joc.6b00767

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

1.  Modular bismacycles for the selective C-H arylation of phenols and naphthols.

Authors:  Mark Jurrat; Lorenzo Maggi; William Lewis; Liam T Ball
Journal:  Nat Chem       Date:  2020-02-27       Impact factor: 24.427

2.  Dibismuthanes in catalysis: from synthesis and characterization to redox behavior towards oxidative cleavage of 1,2-diols.

Authors:  Marc Magre; Jennifer Kuziola; Nils Nöthling; Josep Cornella
Journal:  Org Biomol Chem       Date:  2021-06-09       Impact factor: 3.876

3.  Rapid regio- and multi-coupling reactivity of 2,3-dibromobenzofurans with atom-economic triarylbismuths under palladium catalysis.

Authors:  Maddali L N Rao; Jalindar B Talode; Venneti N Murty
Journal:  Beilstein J Org Chem       Date:  2016-09-22       Impact factor: 2.883

Review 4.  Bismuth Redox Catalysis: An Emerging Main-Group Platform for Organic Synthesis.

Authors:  Hye Won Moon; Josep Cornella
Journal:  ACS Catal       Date:  2022-01-07       Impact factor: 13.084

5.  Evaluation of dispersion type metal···π arene interaction in arylbismuth compounds - an experimental and theoretical study.

Authors:  Ana-Maria Preda; Małgorzata Krasowska; Lydia Wrobel; Philipp Kitschke; Phil C Andrews; Jonathan G MacLellan; Lutz Mertens; Marcus Korb; Tobias Rüffer; Heinrich Lang; Alexander A Auer; Michael Mehring
Journal:  Beilstein J Org Chem       Date:  2018-08-15       Impact factor: 2.883

  5 in total

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