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.

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Bibliographic Details
Published in:	Journal of the American Chemical Society Vol. 130; no. 35; pp. 11604 - 11605
Main Authors:	Zaitsev, Alexey B, Gruber, Stefan, Plüss, Pascal A, Pregosin, Paul. S, Veiros, Luis F, Wörle, Michael
Format:	Journal Article
Language:	English
Published:	United States American Chemical Society 03-09-2008
Subjects:	Allyl Compounds - chemical synthesis Allyl Compounds - chemistry Catalysis Indoles - chemical synthesis Indoles - chemistry Models, Molecular Propanols - chemistry Pyrroles - chemical synthesis Pyrroles - chemistry Ruthenium Compounds - chemical synthesis Ruthenium Compounds - chemistry Sulfonic Acids - chemical synthesis Sulfonic Acids - chemistry
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Description
Summary:	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.
Bibliography:	Complete ref 10b; additional experimental data and details of the calculations. This material is available free of charge via the Internet at http://pubs.acs.org. ark:/67375/TPS-H1SNB63N-Z istex:01787E008DC2AC7EDF12B1A22021285BE6B0FD7E ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	0002-7863 1520-5126
DOI:	10.1021/ja804379k