4.4 Article

Facile and controllable synthesis of multiply substituted benzenes via a formal [3+3] cycloaddition approach

Journal

TETRAHEDRON
Volume 69, Issue 1, Pages 284-292

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2012.10.028

Keywords

Multi-substituted benzenes; alpha,beta-Unsaturated ketones; Formal [3+3] cycloaddition; Aromatization

Funding

  1. National Natural Sciences Foundation of China [20821002, 20932008, 20825205]
  2. Major State Basic Research Development Program [2009CB825300]
  3. Chinese Academy of Sciences

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A facile direct [3+3] approach for the conversion of alpha,beta-unsaturated carbonyls to multi-substituted benzenes using allylic phosphonium ylide reagents has been developed. The substituents and their positions on the benzene ring are controllable and predictable by the choice of an appropriate combination of alpha,beta-unsaturated carbonyl compounds and ylides. (C) 2012 Elsevier Ltd. All rights reserved.

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