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Simple Synthesis of Amides and Weinreb Amides via Use of PPh 3 or Polymer-Supported PPh 3 and Iodine
The combination of PPh /I has been shown to be effective for conversion of a range of carboxylic acids to 2°, 3°, and Weinreb amides. Simplification of the procedure was possible with the use of polymer-supported PPh /I . Weinreb amides produced via the use of polymer-supported PPh could be filtered...
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Published in: | European journal of organic chemistry 2010-05, Vol.2010 (14) |
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Main Authors: | , , |
Format: | Article |
Language: | English |
Online Access: | Get full text |
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Summary: | The combination of PPh
/I
has been shown to be effective for conversion of a range of carboxylic acids to 2°, 3°, and Weinreb amides. Simplification of the procedure was possible with the use of polymer-supported PPh
/I
. Weinreb amides produced via the use of polymer-supported PPh
could be filtered through a short silica gel plug and used in further transformations. Thus, use of polymer-supported PPh
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 via the use of this amide-forming method. An attempt has been made to gain insight into this reaction. |
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ISSN: | 1434-193X |