Samarium Barbier reactions of alpha-iodomethyloxazoles and thiazoles with aliphatic aldehydes.
[reaction: see text] The reductive coupling of substituted alpha-iodomethyloxazoles and thiazoles with aliphatic aldehydes under Barbier conditions provides an effective method for the direct incorporation of intact heterocyclic systems.
Williams
David R
DR
Department of Chemistry, Indiana University, 800 East Kirkwood Avenue, Bloomington, Indiana 47404-7102, USA. williamd@indiana.edu
Berliner
Martin A
MA
Stroup
Bryan W
BW
Nag
Partha P
PP
Clark
Michael P
MP
D000447:Aldehydes / Q000737:chemistry*; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis / Q000737:chemistry; D007455:Iodine / Q000737:chemistry*; D008745:Methylation; D015394:Molecular Structure; D010080:Oxazoles / Q000737:chemistry*; D012493:Samarium / Q000737:chemistry*; D013844:Thiazoles / Q000737:chemistry*
D000447:Aldehydes; D006576:Heterocyclic Compounds, 4 or More Rings; D010080:Oxazoles; D013844:Thiazoles; D012493:Samarium; D007455:Iodine