The Role of Phase Transfer Catalysis in the Microwave-Assisted N-Benzylation of Amides, Imides and N-Heterocycles

Title: The Role of Phase Transfer Catalysis in the Microwave-Assisted N-Benzylation of Amides, Imides and N-Heterocycles

Volume: 6 Issue: 7

Author(s): Istvan Greiner, Fanni Daruny Sypaseuth, Alajos Grun, Eva Karsai and Gyorgy Keglevich

Affiliation:

Keywords: N-alkylation, microwave, phase transfer catalysis, selectivity

Abstract: The effect of triethylbenzylammonium chloride (TEBAC) was studied on the outcome of the microwaveassisted solid-liquid phase N-alkylation of amides, imides and N-heterocycles using benzyl halides and K2CO3. It was found that while the benzylation of amides may be somewhat promoted by the presence of TEBAC, succinimide and benzimidazole are so reactive that there is no need to use the catalyst. At the same time, the outcome of the benzylation of phenothiazine may be significantly influenced by the presence or absence of TEBAC in respect of N- versus C-alkylation.

Cite this article as:

Greiner Istvan, Sypaseuth Daruny Fanni, Grun Alajos, Karsai Eva and Keglevich Gyorgy, The Role of Phase Transfer Catalysis in the Microwave-Assisted N-Benzylation of Amides, Imides and N-Heterocycles, Letters in Organic Chemistry 2009; 6 (7) . https://dx.doi.org/10.2174/157017809789869546