A set of general methods for the palladium-catalyzed decarboxylative C3-allylation and C3-benzylation of indoles, starting from the corresponding N-alloc and N-Cbz indoles, respectively, is reported. This chemistry provides ready access to a wide range of functionalized indolenines in good to excellent yields. A tandem process, wherein the palladium catalyzed allylation chemistry is coupled with a Mizoroki-Heck reaction, offers a simple route to cinnamylated products.
Thomas D Montgomery, Ye Zhu, Natsuko Kagawa, Viresh H Rawal. Palladium-catalyzed decarboxylative allylation and benzylation of N-alloc and N-Cbz indoles. Organic letters. 2013 Mar 01;15(5):1140-3
PMID: 23427905
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