Synthesis of Benzo-Fused Cyclic Compounds via Rhodium-Catalyzed Decarboxylative Coupling of Aromatic Carboxylic Acids with Alkynes

Abstract

The decarboxylative coupling of diversely substituted benzoic acids with internal alkynes proceeds smoothly in the presence of a [RhCl(cod)]₂/1,2,3,4-tetraphenyl-1,3-cyclopentadiene catalyst system to selectively produce highly substituted naphthalene derivatives. The catalyst system is applicable to constructing anthracene and benzo­[c]thiophene frameworks through reactions of naphthoic and thiophene-2-carboxylic acids, respectively.

Key words

C–H functionalization - carboxylic acids - decarboxylative coupling - homologation - rhodium catalysis

Publikationsverlauf

Eingereicht: 17. Februar 2021

Angenommen nach Revision: 08. März 2021

Accepted Manuscript online:
08. März 2021

Artikel online veröffentlicht:
01. April 2021

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