Abstract
Diverse thioesters were efficiently prepared via the solvent-free reaction of thioamide derivatives with alkyl halides in the presence of catalytic amounts of 1,4-diazabicyclo[2.2.2]octane (DABCO) in small quantities of water and in good to excellent yields.
ACKNOWLEDGMENT
The University of Isfahan, which provided facilities for this research, is gratefully acknowledged.
Notes
a Yields refer to isolated products.
b Formation of some colored impurities was observed.
a Thioamide derivative (1 mmol), alkyl halide (1 mmol), DABCO (0.05 mmol), temperature = 110 °C, time = 70 min.
b All products were characterized by IR, 1H NMR, 13C NMR, and elemental analysis.
c All yields refer to pure isolated products.
d Colorless to pale yellow liquids, which were crystallized very slowly (12–24 h), isolated by flash chromatography (silica gel, EtOAc–Hexane, 1:8).
e An excess amount of CH3I was added (2 mmol).