Catalyst- and halogen-free regioselective Friedel-Crafts α-ketoacylations.
Fast, efficient and green! Highly regioselective and efficient catalyst- and halogen-free Friedel-Crafts α-ketoacylation reactions leading to heterocycles functionalized with a very versatile 1,3-diketone moiety are described. The reactions rely on microwave-assisted domino Wolff rearrangement/Friedel-Crafts sequences from 2-diazo-1,3-diketones via transient, highly reactive α-keto ketene intermediates.
Institut des Sciences Moléculaires de Marseille, UMR CNRS 7313 iSm2, Aix-Marseille Université, Centre Saint Jérôme, Service 531, 13397 Marseille cedex 20, France.
Kishor
K
Mohanan
Marc
M
Presset
Damien
D
Mailhol
Yoann
Y
Coquerel
Jean
J
Rodriguez
D000215:Acylation; D002384:Catalysis; D005030:Ethylenes / Q000737:chemistry*; D006219:Halogens / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
D005030:Ethylenes; D006219:Halogens; D007659:Ketones; C008223:ketene