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Synthesis 2017; 49(05): 1024-1036
DOI: 10.1055/s-0036-1588894
DOI: 10.1055/s-0036-1588894
paper
Palladium-Catalyzed Direct α-Arylation of p-Methoxybenzyl-Protected S,S-Dimethylsulfoximine
Further Information
Publication History
Received: 28 July 2016
Accepted after revision: 12 September 2016
Publication Date:
12 October 2016 (online)
Abstract
Sulfoximines have recently gained considerable recognition as an important structural motif in the life sciences. This is especially true for (hetero)aryl-substituted S,S-dimethylsulfoximine derivatives, such as the marketed insecticide sulfoxaflor, as well as the clinical candidates PTEFb inhibitor BAY 1143572 and ATR inhibitor AZD 6738 for the treatment of cancer. Herein, the first palladium-catalyzed direct α-arylation of p-methoxybenzyl-protected S,S-dimethylsulfoximine using readily available (hetero)aryl bromides is reported. This new method provides a safe, short, and efficient approach to (hetero)aryl-substituted S,S-dimethylsulfoximine derivatives, an important class of bioactive compounds, demonstrated by application of this methodology to an improved synthesis of PTEFb inhibitor BAY 1143572.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0036-1588894.
- Supporting Information
Primary Data
- Primary data for this article are available online at http://www.thieme-connect.com/products/ejournals/journal/10.1055/s-00000084
and can be cited using the following DOI: 10.4125/pd0084th.
- Primary Data
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See, for example:
See, for example: