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A tandem isomerization/prins strategy: iridium(III)/Bronsted acid cooperative catalysis.

ABSTRACT: Working together: A mild and efficient isomerization/protonation sequence generates pyran-fused indoles by cooperative catalysis between cationic iridium(III) and Bi(OTf)3 . Three distinct cyclization manifolds lead to the corresponding bioactive scaffolds in good yields. In addition, N-substituted indoles can be synthesized enantioselectively in the presence of a chiral phosphate.

SUBMITTER: Lombardo VM

PROVIDER: S-EPMC3905988 | biostudies-literature | 2013 Dec

REPOSITORIES: biostudies-literature

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A tandem isomerization/prins strategy: iridium(III)/Brønsted acid cooperative catalysis.

Lombardo Vince M VM Thomas Christopher D CD Scheidt Karl A KA

Angewandte Chemie (International ed. in English) 20131111 49

Working together: A mild and efficient isomerization/protonation sequence generates pyran-fused indoles by cooperative catalysis between cationic iridium(III) and Bi(OTf)3 . Three distinct cyclization manifolds lead to the corresponding bioactive scaffolds in good yields. In addition, N-substituted indoles can be synthesized enantioselectively in the presence of a chiral phosphate. ...[more]

PMID: 24218144

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