4.8 Article

Catalytic Dual 1,1-H-Abstraction/Insertion for Domino Spirocyclizations

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 137, Issue 28, Pages 8928-8931

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b05735

Keywords

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Funding

  1. NSFC [21332005, 21232004, 21272095, 21472071]
  2. PAPD of Jiangsu Higher Education Institutions
  3. Qing Lan Project [12QLG006]
  4. Outstanding Youth Fund of JSNU [YQ2015003]
  5. Robert A. Welch Foundation (USA) [D-1361]
  6. NIH (USA) [R33DA031860]
  7. NSF of JSNU [14XLR005]

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A catalytic domino spirocyclization of 1,7-enynes with simple cycloalkanes and Cyclo-1,3-dicarbonyls has been established via multiple C-C bond formations from alkynyl/alkenyl functions and dual alpha,alpha-C(sp(3))-H abstractibn/insertion The reaction involves addition, 6-exo-dig cyclization and radical coupling sequences under convenient catalytic conditions and provides a concise access to spiro cyclopenta[c]quinolines in good to excellent yields.

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