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Original Articles

Potassium Fluoride as an Efficient and Reusable Reagent for the Synthesis of N,N-Dialkylsulfonamides via Aza-Conjugate Addition Reaction Under Microwave Irradiation

, , , , , , , , , , & show all
Pages 291-299 | Received 22 Aug 2008, Accepted 24 Apr 2009, Published online: 10 Jul 2009
 

Acknowledgements

We appreciate Persian Gulf University and Payame Noor University Research Councils for the financial support of this work.

Notes

aSolvent-free conditions in the presence of TBAB.

bSolvent-free conditions without TBAB.

cSolvent-free conditions using TBAF.

aYield of N,N-dialkylsulfonamide from p-toluenesulfonamide and ethyl acrylate.

aBecause of lower boiling point of ethyl acrylate, this reaction was performed at 100°C (300 W of microwave power); moreover, in this case, ethyl acrylate/benzenesulfonamide ratio (mol/mol) was 2.5/1.

bThis reaction was carried out at 400 W (max. 140°C), and in this case, 100 mol% of KF and TBAB were used.

cIn this reaction, only mono-N-alkyl product was produced in 92%.

dThis reaction was carried out in a capped vessel at 100°C, and α,β-unsaturated compound/benzenesulfonamide ratio (mol/mol) was 3/1.

eThis reaction was examined at 120°C.

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