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Palladium-catalyzed decarboxylative allylation and benzylation of N-alloc and N-Cbz indoles.

ABSTRACT: 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.

SUBMITTER: Montgomery TD

PROVIDER: S-EPMC3980966 | biostudies-literature | 2013 Mar

REPOSITORIES: biostudies-literature

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Palladium-catalyzed decarboxylative allylation and benzylation of N-alloc and N-Cbz indoles.

Montgomery Thomas D TD Zhu Ye Y Kagawa Natsuko N Rawal Viresh H VH

Organic letters 20130221 5

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. ...[more]

PMID: 23427905

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