Synthesis 2021; 53(04): 775-784
DOI: 10.1055/s-0040-1707371
paper

From Furan–Yne Systems to para-Benzoquinone Derivatives: Gold-Catalyzed Cyclization and Oxidation, and Further Reduction by Sodium Dithionate

Saman Ahmadi
,
Mohammad Ghanbari
Department of Organic Chemistry, Faculty of Chemistry, University of Kashan, Kashan, Iran   eMail: ghanbari-m@kashanu.ac.ir
› Institutsangaben
University of Kashan (Grant Number 573600/3).


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Abstract

A series of furan–yne systems were transformed into the corresponding para-benzoquinone derivatives by gold(ΙΙΙ) catalyst. The two-step procedure consisted of a phenol synthesis and subsequent oxidation with iodobenzene diacetate. The reactions can be carried out in a one-pot procedure with the same precatalyst. The para-benzoquinone could simply be converted into the corresponding hydroquinones by reduction with sodium dithionate. This protocol features high efficiency, mild conditions, and wide substrate scopes.

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Publikationsverlauf

Eingereicht: 19. Januar 2020

Angenommen nach Revision: 01. August 2020

Artikel online veröffentlicht:
23. September 2020

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