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

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...

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Veröffentlicht in:Journal of organic chemistry 2016-07, Vol.81 (13), p.5401-5416
Hauptverfasser: Hébert, Martin, Petiot, Pauline, Benoit, Emeline, Dansereau, Julien, Ahmad, Tabinda, Le Roch, Adrien, Ottenwaelder, Xavier, Gagnon, Alexandre
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container_end_page 5416
container_issue 13
container_start_page 5401
container_title Journal of organic chemistry
container_volume 81
creator Hébert, Martin
Petiot, Pauline
Benoit, Emeline
Dansereau, Julien
Ahmad, Tabinda
Le Roch, Adrien
Ottenwaelder, Xavier
Gagnon, Alexandre
description 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.
doi_str_mv 10.1021/acs.joc.6b00767
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title Synthesis of Highly Functionalized Triarylbismuthines by Functional Group Manipulation and Use in Palladium- and Copper-Catalyzed Arylation Reactions
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