Mercury(II) chloride-mediated cyclization-rearrangement of O-propargylglycolaldehyde dithioacetals to 3-pyranone dithioketals: an expeditious access to 3-pyranones.
[Reaction: see text] O-Propargyl glycolaldehyde dithioacetals undergo a unique cyclization-rearrangement in the presence of mercuric chloride and calcium carbonate to afford 3-pyranones exclusively or along with 2,5-dihydrofuran-3-carboxaldehydes via their dithioketals and dithioacetals.
Ghorai
Subir
S
Indian Institute of Chemical Biology, 4, Raja S. C. Mullick Road, Kolkata 700032, India.
Bhattacharjya
Anup
A
D000079:Acetaldehyde / Q000031:analogs & derivatives* / Q000737:chemistry; D000080:Acetals / Q000737:chemistry*; D003500:Cyclization; D008627:Mercuric Chloride / Q000737:chemistry*; D015394:Molecular Structure; D010100:Oxygen / Q000737:chemistry*; D011714:Pyrans / Q000737:chemistry*; D013457:Sulfur Compounds / Q000737:chemistry*
D000080:Acetals; D011714:Pyrans; D013457:Sulfur Compounds; D008627:Mercuric Chloride; D000079:Acetaldehyde; D010100:Oxygen; C010972:glycolaldehyde