Journal
SYNTHESIS-STUTTGART
Volume -, Issue 21, Pages 3715-3723Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0030-1258214
Keywords
tris(pentafluorophenyl)borane; 1,3-dicarbonyl compound; benzylic alcohol; alkylation; heterocycle
Categories
Funding
- CSIR
- CNRS
- University of Rennes 1
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Tris(pentafluorophenyl)borane has found to be an effective catalyst for the alkylation of 1,3-dicarbonyl compounds using benzylic alcohols as alkylating agents. Various 1,3-dicarbonyl compounds reacted cleanly with different benzylic alcohols to provide the corresponding monoalkylated products in good yield. In addition tris(pentafluorophenyl)borane efficiently promoted the C3 alkylation of 4-hydroxycoumarins. Further, several oxygenated heterocycles such as furans, 4H-chromenes, and furanocoumarins have been prepared using the described methodology as the key step.
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