A denitrogenative palladium-catalyzed cascade for regioselective synthesis of fluorenes

Research output: Journal Publications and ReviewsRGC 21 - Publication in refereed journalpeer-review

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Original languageEnglish
Pages (from-to)1411-1417
Number of pages7
Journal / PublicationChemical Science
Volume11
Issue number5
Online published17 Dec 2019
Publication statusPublished - 7 Feb 2020
Externally publishedYes

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Abstract

We herein report a denitrogenative palladium-catalyzed cascade for the modular and regioselective synthesis of polysubstituted fluorenes. Hydrazone facilitates the Pd(ii) to Pd(iv) oxidative addition in a Catellani pathway and is also the methylene synthon in the proposed reaction. Aryl iodides and 2-bromoarylaldehyde hydrazones undergo a norbornene-controlled tandem reaction sequence to give a broad scope of fluorenes in the presence of a palladium catalyst. The method described is scalable and adaptable to a three-component reaction with in situ generation of the hydrazone group. Preliminary mechanistic investigations have been conducted. © 2020 The Royal Society of Chemistry.

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A denitrogenative palladium-catalyzed cascade for regioselective synthesis of fluorenes. / Fu, Wai Chung; Kwong, Fuk Yee.
In: Chemical Science, Vol. 11, No. 5, 07.02.2020, p. 1411-1417.

Research output: Journal Publications and ReviewsRGC 21 - Publication in refereed journalpeer-review

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