Fast and highly regioselective allylation of indole and pyrrole compounds by allyl alcohols using Ru-sulfonate catalysts.
New Ru-sulfonate catalysts have been synthesized and shown to very rapidly allylate indole and pyrrole compounds using allyl alcohols as substrates. The observed regioselectivity is exceptionally high (up to 100% of the branched isomer). Density functional theory calculations explain these results.
Zaitsev
Alexey B
AB
Laboratory of Inorganic Chemistry, ETHZ, Hönggerberg, CH-8093 Zürich, Switzerland.
Gruber
Stefan
S
Plüss
Pascal A
PA
Pregosin
Paul S
PS
Veiros
Luis F
LF
Wörle
Michael
M
D000498:Allyl Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry*; D008958:Models, Molecular; D020005:Propanols / Q000737:chemistry*; D011758:Pyrroles / Q000138:chemical synthesis / Q000737:chemistry*; D017975:Ruthenium Compounds / Q000138:chemical synthesis / Q000737:chemistry; D013451:Sulfonic Acids / Q000138:chemical synthesis / Q000737:chemistry
D000498:Allyl Compounds; D007211:Indoles; D020005:Propanols; D011758:Pyrroles; D017975:Ruthenium Compounds; D013451:Sulfonic Acids; C006463:allyl alcohol