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2005
Pyrrole derivatives
R 0120
Mono- and Dialkylations of Pyrrole at C2 and C5 Positions by Nucleophilic SubReaction in Ionic Liquid. — The ionic liquids act as an important driving
33- 118 stitution
force in the regioselective alkylation of pyrrole. The procedure is very simple and convenient. The methodology does not require any aqueous work-up, avoiding the generation of toxic waste. Various alkylating agents selectively activate (I) at C-2 and C-5
under relatively mild conditions in various ionic liquids, with [bmim]SbF6 being the
most effective. In some cases small amounts of the corresponding N-alkylated products, alkenes, as well as terminal fluorides are formed. — (JORAPUR, Y. R.; LEE,
C.-H.; CHI*, D. Y.; Org. Lett. 7 (2005) 7, 1231-1234; Dep. Chem., Inha Univ.,
Inchon 402-751, S. Korea; Eng.) — R. Steudel
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