1.
Org Lett
; 13(20): 5560-3, 2011 Oct 21.
Article
in English
| MEDLINE
| ID: mdl-21955064
ABSTRACT
A new methodology for aromatic difluoromethylation is described. Aryl iodides reacted with α-silyldifluoroacetates upon treatment with copper catalyst in DMSO or DME to give the corresponding aryldifluoroacetates in moderate to good yields. The subsequent hydrolysis of aryldifluoroacetates and KF-promoted decarboxylation afforded a variety of difluoromethyl aromatics.
Subject(s)
Copper/chemistry , Hydrocarbons, Fluorinated/chemical synthesis , Hydrocarbons, Iodinated/chemistry , Catalysis , Decarboxylation , Hydrocarbons, Fluorinated/chemistry , Molecular Structure
2.
Org Lett
; 10(5): 769-72, 2008 Mar 06.
Article
in English
| MEDLINE
| ID: mdl-18225908
ABSTRACT
Cycloaddition of difluorocarbene to alkenyl boronates 3 gave boron-substituted gem-difluorocyclopropanes 2 in stereospecific fashion. Upon treatment with lithium carbenoids, cyclopropyl boronates 2 underwent one-carbon homologation to afford a variety of gem-difluorocyclopropanes in good yields.