Simple Access to 3-(Hetero)arylated Derivatives of 2-Furoic Acid via Ru(II)-Catalyzed C3-H Arylation of 2-Furoylimidazole

Synthesis Pub Date : 2024-07-16 DOI:10.1055/s-0043-1775383
V. Chernyshev, Valentine P. Ananikov, K. Shepelenko, I. G. Gnatiuk, I. V. Lavrentev, M. E. Minyaev
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Abstract

A new approach for the preparation of a variety of 3-arylated 2-furoic acid derivatives has been developed. The approach involves selective Ru-catalyzed C3-H arylation of the furan moiety of readily available 2-furoyl-1-methylimidazole (using imidazole as a removable N-donor directing group), subsequent N-methylation, and nucleophilic substitution of the imidazole moiety with N, O, S, and C nucleophiles.

Abstract Image

通过 Ru(II)-Catalyzed C3-H Arylation of 2-Furoylimidazole 简单获得 3-(异)芳基化的 2-糠酸衍生物
我们开发了一种制备多种 3-芳基化 2-糠酸衍生物的新方法。该方法包括选择性 Ru 催化 C3-H 芳基化易得的 2-呋喃基-1-甲基咪唑(使用咪唑作为可移动的 N-供体导向基团)的呋喃分子,随后进行 N-甲基化,并用 N、O、S 和 C 亲核物对咪唑分子进行亲核取代。
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