American Chemical Society
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Synthesis of Phosphole-2,5-dicarboxylic Acids via a [1,5]-Shift of Carbon Dioxide around the Phosphole Nucleus

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journal contribution
posted on 2002-03-15, 00:00 authored by Mohand Melaimi, Louis Ricard, François Mathey, Pascal Le Floch
A new methodology for the synthesis of 1-P-functionalized phosphole-2,5-dicarboxylic acids is described. The carboxylic group is introduced through a two-step sequence which involves a preliminary attack of the phospholide unit onto CO2 followed by a [1,5]-shift reaction of the CO2Li group around the phosphole nucleus. This approach was extended to the preparation of a new type of bidentate ligands.