4.7 Article

Visible-Light-Mediated Dearomatization/Cyanation Cascade Reaction of Indoles: Access to Highly Functionalized Spiro-gamma-lactam Indolines with Two Contiguous Sterically Congested Quaternary Carbon Stereocenters

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 360, Issue 15, Pages 2879-2884

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201800478

Keywords

difluoromethylene; cyanation; 3,3 '-spirocyclic indoline; dearomatization; quaternary carbon stereocenters

Funding

  1. National Natural Science Foundation of China [21732002, 21672117, 21602117]
  2. Tianjin Natural Science Foundation [16JCZDJC32400]

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A protocol for visible-light-induced radical dearomatization/cyanation cascade reaction of indole derivatives is reported. This protocol provides straightforward access to gem-difluorinated and cyanated 3,3'-spirocyclic indolines with moderate to excellent diastereoselectivity and permits the construction of two contiguous sterically congested quaternary carbon stereocenters.

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