4.3 Article

Generation of Arynes by Selective Cleavage of a Carbon-Phosphorus Bond of o-(Diarylphosphinyl)aryl Triflates Using a Grignard Reagent

Journal

CHEMISTRY LETTERS
Volume 47, Issue 9, Pages 1216-1219

Publisher

CHEMICAL SOC JAPAN
DOI: 10.1246/cl.180555

Keywords

Aryne chemistry; C-P bond cleavage; Grignard reagent

Funding

  1. AMED [JP18am0101098, 18cm0106109]
  2. JSPS KAKENHI [JP15H03118, JP18H02104, JP16H01133, JP18H04386, JP26350971, JP17K13266]
  3. Naito Foundation
  4. Cooperative Research Project of Research Center for Biomedical Engineering

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A novel method for generating arynes, including disubstituted benzynes and a dehydrophenoxathiin, is reported. The treatment of easily synthesizable o-(diarylphosphinyl) aryl triflates having two electron-deficient aromatic groups on the phosphorus atom with a phenyl Grignard reagent triggered the efficient generation of arynes by selective cleavage of a carbon-phosphorus bond.

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