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Palladium-Catalyzed Synthesis of 3,6-Diaryl-1-silylfulvenes: A Promising Entry for Preparing 1,3,6-Triarylfulvenes Bearing Three Different Aryl Groups.

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We developed a synthetic methodology for preparing (E)-1,3,6-triarylfulvenes bearing three different aryl groups. The reaction of 1,4-diaryl-1-bromo-1,3-butadienes with silylacetylenes in the presence of a palladium catalyst produced (E)-3,6-diaryl-1-silyl-fulvenes in good… Click to show full abstract

We developed a synthetic methodology for preparing (E)-1,3,6-triarylfulvenes bearing three different aryl groups. The reaction of 1,4-diaryl-1-bromo-1,3-butadienes with silylacetylenes in the presence of a palladium catalyst produced (E)-3,6-diaryl-1-silyl-fulvenes in good to excellent yields. The (isopropoxy)silylated fulvenes thus obtained were converted to (E)-1,3,6-triarylfulvenes bearing different types of aryl substituents. (E)-3,6-Diaryl-1-silyl-fulvenes are promising templates for the synthesis of diverse (E)-1,3,6-triarylfulvenes.

Keywords: aryl groups; bearing three; three different; preparing triarylfulvenes; different aryl; triarylfulvenes bearing

Journal Title: Organic letters
Year Published: 2023

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