Novel defluorinative alkylation of trifluoroacetaldehyde N,O-acetal derivatives and its application to multi-component reaction.
The reaction of trifluoroacetaldehyde N,O-acetal derivatives with 2 molar equivalents of alkyllithium reagents proceeded viabeta-elimination of fluoride followed by alkyl transfer from excess alkyllithium to the generated ketene N,O-acetal intermediate at the beta-carbon of fluorine groups.
Yanai
Hikaru
H
School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo, 192-0392, Japan.
Taguchi
Takeo
T
D000079:Acetaldehyde / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D000080:Acetals / Q000138:chemical synthesis* / Q000737:chemistry; D000478:Alkylation; D005030:Ethylenes / Q000737:chemistry; D005459:Fluorides / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry; D009584:Nitrogen / Q000737:chemistry; D010100:Oxygen / Q000737:chemistry
D000080:Acetals; D005030:Ethylenes; D007659:Ketones; C055298:trifluoroacetaldehyde; D000079:Acetaldehyde; C008223:ketene; D009584:Nitrogen; D005459:Fluorides; D010100:Oxygen