4.7 Article

Synthesis of Benzoindolizines through 1,5-Electrocyclization/Oxidation Cascades

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 22, Pages 13754-13764

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b02065

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Funding

  1. National Natural Science Foundation of China [21502013]
  2. Chongqing University of Arts and Sciences [R2015BX01]

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This study presents a convenient synthesis of pyrrolo[1,2-a]quinolines and pyrrolo[2,1-a]isoquinolines with simple quinolines or isoquinolines and Morita-Baylis-Hillman carbonates in the presence of copper acetate. A range of functionalized benzoindolizines could be assembled through an S(N)2'/deprotonation/1,5-electrocyclization/oxidation cascade pathway in a one-step process.

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