Simple Synthesis of Amides and Weinreb Amides Using PPh3 or Polymer‐Supported PPh3 and Iodine

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The combination of PPh3/I2 has been shown to be effective for the conversion of a range of carboxylic acids into secondary, tertiary, and Weinreb amides. Simplification of the procedure was possible with the use of polymer‐supported PPh3/I2. Weinreb amides produced with the use of polymer‐supported PPh3 could be filtered through a short silica gel plug and used in further transformations. Thus, the use of polymer‐supported PPh3 offers potential applicability to diversity‐oriented reactions. Formal total syntheses of apocynin and pratosine, as well as syntheses of anhydrolychorinone and hippadine, have been achieved through the use of this amide‐forming method. An attempt has been made to gain insight into this reaction.