4.5 Article

Cyclization Reaction of 2-Azido-1-(2-hydroxyphenyl)ethanones with Terminal Alkynoates Catalyzed by 4-Dimethylaminopyridine (DMAP): Synthesis of 2-Aminobenzofuran-3(2H)-one Derivatives

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2011, Issue 19, Pages 3403-3406

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201100250

Keywords

Oxygen heterocycles; Alkynes; Fused-ring systems; Cyclization

Funding

  1. National Natural Science Foundation of China [20972057]
  2. Science and Technology of the Department of Education, Anhui Province [KJ2011B145]

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An unexpected cyclization reaction of 2-azido-1-(2-hydroxyphenyl)ethanones with terminal alkynoates catalyzed by 4-dimethylaminopyridine (DMAP) was developed, and 2-aminobenzofuran-3(2H)-one derivatives were obtained in moderate to good yields under mild reaction conditions within 2 h. The scope and limitations of the cyclization reactions were also investigated.

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