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Table 1 Effect of different solvents and bases for the synthesis of 5aa

From: Inorganic base-catalyzed formation of antivirally active N-substituted benzamides from α-amido sulfones and N-nucleophile

Entry Solvent Base Equiv Yield (%) c
1 Toluene KOH 1.2 30
2 THF KOH 1.2 58
3 CH3CN KOH 1.2 63
4 CH2Cl2 KOH 1.2 70
5 b CH2Cl2 KOH 1.0 64
6 CH2Cl2 Na2CO3 1.2 52
7 CH2Cl2 NaOH 1.2 65
  1. a Unless otherwise noted, reactions were carried out with 0.5 mmol (1.0 equiv) of 4a, 0.6 mmol (1.2 equiv) of 3a in 5.0 mL solvent and 1 mL H2O using 0.6 mmol (1.2 equiv) of basic catalyst at room temperature for 24 h. b Reaction was carried out with 0.5 mmol (1.0 equiv) of KOH at room temperature for 24 h. c Isolated yield after chromatographic purification.