4.6 Article

N-Heterocyclic carbene-catalyzed annulation of cyclic β-enamino esters with enals: access to functionalized indolo[2,3-a]quinolizidines

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 13, Issue 16, Pages 4661-4667

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ob00176e

Keywords

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Funding

  1. National Natural Science Foundation of China [21002124, 81172933]
  2. Jiangsu Provincial Natural Science Foundation of China [BK20131305]
  3. Fundamental Research Funds for the Central Universities [JKZD2013002]
  4. Priority Academic Program Development of Jiangsu Higher Education Institutions

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A novel synthetic approach to functionalized indolo[2,3-a]quinolizidines is developed via an N-heterocyclic carbene (NHC)-catalyzed annulation of cyclic beta-enamino esters 1 with enals 2. This methodology offers a pathway for quick and efficient construction of an indolo[2,3-a]quinolizidine skeleton which is a core structure of many natural products with diverse bioactivities.

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