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Weinreb Amide Based Building Blocks for the Synthesis of alpha- and beta-Organylseleno Aryl Ketones

  作者 BALASUBRAMANIAN SIVARAMAN; AIDHEN INDRAPAL SINGH  
  选自 期刊  SYNLETT;  卷期  2011年-11;  页码  1533-1536  
  关联知识点  
 

[摘要]A new strategy for the synthesis of alpha- and beta-organylseleno aryl ketones has been achieved. The strategy is based on the use of hitherto unreported 2,2'-diselenediylbis(N-methoxy-N-methylacetamide) and 3,3'-diselenediylbis(N-methoxy-N-methylpropanamide). The envisaged synthetic equivalents combine the usefulness of Weinreb amide (WA) functionality and those innate with selenium for the first time. The synthesis of the targets, a-and b-organylseleno aryl ketones could be achieved by the reductive cleavage of Se-Se bond, followed by the alkylation on selenium, and the addition of arylmagnesium halide onto the WA functionality therein.

 
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