4.7 Article

Manganese(III) Acetate-Mediated Cyclization of Diarylmethylenecyclopropa[b]naphthalenes: A Method for the Synthesis of 1,2-Benzanthracene Derivatives

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 76, Issue 22, Pages 9329-9337

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo2015906

Keywords

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Funding

  1. National Natural Science Foundation of China [20872127, 20732005, J0830431]
  2. National Basic Research Program of China (973 Program) [2009CB825300]
  3. CAS Academician Foundation of Zhejiang Province
  4. Fundamental Research Funds for the Central Universities

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The manganese(III) acetate-mediated free radical cyclization of diarylmethylenecyclopropa[b] naphthalenes with nucleophiles such as carboxylic acid and sulfonic acid provides an efficient method for the synthesis of 1,2-benzanthracenes in moderate to good yields under mild conditions. In addition, after several steps of simple and routine operations, the obtained 1,2-benzanthracenes bearing an acetoxy group could be easily converted to structurally more sophisticated 1,2-benzanthracene derivatives, which are not easily accessible yet potentially useful candidates for materials science.

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