Abstract
A simple and efficient method for the conversion of carbonyl compounds to oxathioacetals and dithioacetals using SA/SiO2 as an acid catalyst has been achieved. SA/SiO2 is easily recovered from the reaction mixture and can be reused at least 15 times without loss of catalytic activity.
GRAPHICAL ABSTRACT
Notes
a A mixture of 1a (2.0 mmol), 2a (2.4 mmol), and catalyst (1.5 mmol) was stirred in 1,2-dichloroethane (DCE) at room temperature for 2 h.
b Isolated yield.
c SA/SiO2 was prepared by literature methods.[ Citation 16 ]
a In all reactions 1a (2.0 mmol), 2a (2.4 mmol), SA/SiO2 (3.0 mmol/g, 0.5 g), and solvent (5 mL) were used.
b Yields were determined by GLC.
a A mixture of 1a, 2a, and SA/SiO2 was stirred in hexane at 40 °C.
b Yields were determined by GLC.
a Parenthetic numbers indicate the number of reuses of SA/SiO2.
b Isolated yield.
a A mixture of 1a (2.0 mmol), 2a (2.4 mmol), and SA/SiO2 (4.0 mmol/g, 0.3 g) was stirred in hexane (5 mL) at room temperature for 2 h.
b Isolated yield.
c Reaction was carried out using 20 mL of hexane at reflux for 1 h.
d Reaction was carried out at reflux for 2 h.
e Reaction was carried out at 40 °C for 12 h.
a A mixture of 1a (2.0 mmol), 2a (2.4 mmol), and SA/SiO2 (4.0 mmol/g, 0.3 g) was stirred in hexane (5 mL) at room temperature for 2 h.
b Isolated yield.
c Reaction was running for 1 h.
d Reaction was carried out hexane (10 mL) at reflux for 1.5 h.