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

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 de...

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Bibliographic Details
Published in:Organic letters 2020-03, Vol.22 (6), p.2293-2297
Main Authors: Fujimoto, Hayato, Kusano, Momoka, Kodama, Takuya, Tobisu, Mamoru
Format: Article
Language:English
Online Access:Get full text
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Summary: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c00489