Regioselective Direct C-H Alkylation of NH Indoles and Pyrroles by a Palladium/Norbornene-Cocatalyzed Process
Lei Jiao, Thorsten Bach*
*Lehrstuhl für Organische Chemie I and Catalysis Research Center (CRC), Technische Universität München, Lichtenbergstr. 4, 85747 Garching, Germany, Email: thorsten.bachch.tum.de
L. Jiao, T. Bach, Synthesis, 2014, 46, 35-41.
DOI: 10.1055/s-0033-1338523
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Abstract
Nitrogen-containing heterocycles, including 1H-indoles and electron-deficient 1H-pyrroles, undergo a smoth and mild palladium/norbornene-cocatalyzed regioselective alkylation with primary alkyl bromides at the C-H bond adjacent to the NH group to give 2-alkyl-1H-indoles and 2-substituted or 2,3-disubstituted 5-alkyl-1H-pyrroles in good yields.
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proposed mechanism
Key Words
catalysis, alkylations, regioselectivity, heterocycles, palladium, indoles, pyrroles, indoles
ID: J66-Y2014