A Mild Synthesis of Nitriles by TPPX2-promoted Dehydration of Primary Amides

Daniele Vaccari; Paolo Davoli; Maria Bucciarelli; Alberto Spaggiari; Fabio Prati

doi:10.2174/157017807781212157

Abstract

An expeditious route to nitriles via dehydration of primary amides using halotriphenoxy phosphonium halides (TPPX2, X = Cl or Br) is described. The reaction proceeds under very mild conditions and allows the preparation of aromatic and aliphatic nitriles in good to excellent yields.

Keywords: Dehydration, dehydrohalogenation, halotriphenoxy phosphonium halides, imidoyl halides, nitriles, phosphonium salts

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Letters in Organic Chemistry

Title: A Mild Synthesis of Nitriles by TPPX2-promoted Dehydration of Primary Amides

Volume: 4 Issue: 5

Author(s): Daniele Vaccari, Paolo Davoli, Maria Bucciarelli, Alberto Spaggiari and Fabio Prati

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Keywords: Dehydration, dehydrohalogenation, halotriphenoxy phosphonium halides, imidoyl halides, nitriles, phosphonium salts

Abstract: An expeditious route to nitriles via dehydration of primary amides using halotriphenoxy phosphonium halides (TPPX2, X = Cl or Br) is described. The reaction proceeds under very mild conditions and allows the preparation of aromatic and aliphatic nitriles in good to excellent yields.

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Daniele Vaccari , Paolo Davoli , Maria Bucciarelli , Alberto Spaggiari and Fabio Prati , A Mild Synthesis of Nitriles by TPPX2-promoted Dehydration of Primary Amides, Letters in Organic Chemistry 2007; 4 (5) . https://dx.doi.org/10.2174/157017807781212157