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2004
Indole derivatives
R 0140
New Versatile Pd-Catalyzed Alkylation of Indoles via Nucleophilic Allylic SubstiControlling the Regioselectivity. — The title reactions, catalyzed by
52- 100 tution:
[PdCl(allyl)]2/phosphine, provide allylindoles in excellent yields. The regioselectivity
is controlled by a proper choice of base and solvent. In the reaction of (Ia) with (II),
bisalkylated products are observed as by-products in 8% yield. The intramolecular version of the reaction is demonstrated for (XVIII), producing alternatively (XIX) or (XX).
— (BANDINI*, M.; MELLONI, A.; UMANI-RONCHI*, A.; Org. Lett. 6 (2004) 18,
3199-3202; Dip. Chim. "G. Ciamician", Univ. Bologna, I-40126 Bologna, Italy; Eng.)
— Steudel
2004
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