4.7 Article

A New Route to Multifunctionalized p-Terphenyls and Heteroaryl Analogues via [5C+1C(N)] Annulation Strategy

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 2, Pages 899-902

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo802318p

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Funding

  1. Department of Science and Technology of Jilin Province [20080421]
  2. [NENU-STB07007]

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p-Terphenyls and heteroaryl analogues including bipyridines were prepared via [5C + 1C(N)] annulation of alpha-aryl-alpha-alkenoyl ketene-(S,S)-acetals (five carbon 1,5-bielectrophilic species) with nitroethane or ammonium acetate, The reaction features mild conditions, multisubstitution, and functional group tolerance and is metal catalyst free. The present protocol provides, a new alternative to the conventional methodologies for the synthesis of teraryls.

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