Radical-mediated silyl- and germyldesulfonylation of vinyl and (alpha-fluoro)vinyl sulfones: application of tris(trimethylsilyl)silanes and tris(trimethylsilyl)germanes in Pd-catalyzed couplings.
[reaction: see text] Radical-mediated silyl- and germyldesulfonylations of various vinyl and (alpha-fluoro)vinyl sulfones with tris(trimethylsilyl)silane and germanium hydrides provide access to vinyl and (alpha-fluoro)vinyl silanes and germanes. Upon oxidative treatment with hydrogen peroxide in basic aqueous solution, the vinyl tris(trimethylsilyl)silanes and -germanes undergo Pd-catalyzed cross-couplings with aryl halides.
Wnuk
Stanislaw F
SF
Department of Chemistry and Biochemistry, Florida International University, Miami, Florida 33199, USA. wnuk@fiu.edu
Garcia
Pedro I
PI
Wang
Zhizhong
Z
D002384:Catalysis; D005857:Germanium / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D012821:Silanes / Q000138:chemical synthesis*; D013450:Sulfones / Q000138:chemical synthesis / Q000737:chemistry; D014297:Trimethylsilyl Compounds / Q000138:chemical synthesis*; D014753:Vinyl Compounds / Q000138:chemical synthesis / Q000737:chemistry
D012821:Silanes; D013450:Sulfones; D014297:Trimethylsilyl Compounds; D014753:Vinyl Compounds; D005857:Germanium; D010165:Palladium