4.8 Article

Aryne-Induced SNAr/Dearylation Strategy for the Synthesis of Fluorinated Dibenzophospholes from Triarylphosphines via a P(V) Intermediate

Journal

ORGANIC LETTERS
Volume 22, Issue 6, Pages 2293-2297

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c00489

Keywords

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Funding

  1. MEXT, Japan [18H04649]
  2. Hoansha Foundation
  3. Program for Leading Graduate Schools: Interactive Materials Science Cadet Program
  4. JSPS KAKENHI [18H01978]
  5. Grants-in-Aid for Scientific Research [18H01978, 18H04649] Funding Source: KAKEN

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We report on a method for the synthesis of fluorinated dibenzophospholes using triarylphosphine via dearylative annulation with an aryne. This intermolecular annulation allows the preparation of a variety of fluorinated dibenzophospholes from simple building blocks. The key to the success of this dearylative annulation is the formation of a five-coordinated tetraarylfluorophosphorane. In this work, we successfully synthesized stable tetraarylfluorophosphorane, the structure of which was unambiguously determined by X-ray crystallography.

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