4.7 Article

Multicomponent Cascade Reactions: A Novel and Expedient Approach to Functionalized Indoles by an Unprecedented Nucleophilic Addition-Heterocyclization-Oxidative Alkoxycarbonylation Sequence

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 352, Issue 18, Pages 3355-3363

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201000642

Keywords

carbonylation; cascade reactions; cyclization; indoles; palladium

Funding

  1. Ministero dell'Istruzione, dell'Universita e della Ricerca (MIUR, Rome, Italy)
  2. University of Calabria (Rende, Italy) [2008A7P7YJ]

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A novel multicomponent cascade process is reported, based on the sequential combination between an initial nucleophilic attack step to an imine moiety and a palladium-catalyzed oxidative heterocyclization-alkoxycarbonylation process. By this new process, five simple molecules [2-alkynylaniline imines, alcohol (ROH), carbon monoxide (CO), alcohol (ROH), and oxygen (O-2)] are sequentially activated, selectively leading to high value-added functionalized indole derivatives in a single operation.

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