Prolinates as Secondary Amines in Aminocarbonylation: Synthesis of NAcylated Prolinates

Eszter      Takacs; Rita      Skoda-Foldes; Peter      Acs; Erno      Muller; George      Kokotos; Laszlo      Kollar

doi:10.2174/157017806774964431

Abstract

Methyl prolinate and benzyl prolinate were used as secondary amine nucleophiles in palladium catalysed aminocarbonylation of iodo-aromatics and iodo-alkenes. A mixture of 2-oxo-carboxamide and carboxamide type derivatives or pure carboxamides can be obtained by using iodo-benzene or iodo-alkenes as substrates, respectively. The aminocarbonylation of iodo-alkenes in [bmim][PF6] ionic liquid was also carried out.

Keywords: Aminocarbonylation, carbon monoxide, proline, palladium, ionic liquid

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Letters in Organic Chemistry

Title: Prolinates as Secondary Amines in Aminocarbonylation: Synthesis of NAcylated Prolinates

Volume: 3 Issue: 1

Author(s): Eszter Takacs, Rita Skoda-Foldes, Peter Acs, Erno Muller, George Kokotos and Laszlo Kollar

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Keywords: Aminocarbonylation, carbon monoxide, proline, palladium, ionic liquid

Abstract: Methyl prolinate and benzyl prolinate were used as secondary amine nucleophiles in palladium catalysed aminocarbonylation of iodo-aromatics and iodo-alkenes. A mixture of 2-oxo-carboxamide and carboxamide type derivatives or pure carboxamides can be obtained by using iodo-benzene or iodo-alkenes as substrates, respectively. The aminocarbonylation of iodo-alkenes in [bmim][PF6] ionic liquid was also carried out.

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Takacs Eszter, Skoda-Foldes Rita, Acs Peter, Muller Erno, Kokotos George and Kollar Laszlo, Prolinates as Secondary Amines in Aminocarbonylation: Synthesis of NAcylated Prolinates, Letters in Organic Chemistry 2006; 3 (1) . https://dx.doi.org/10.2174/157017806774964431