Synthesis of 2‐(1H‐Azol‐1‐ylmethyl)phenols from ortho‐Quinone Methide Precursors and NH‐Azoles under Solvent‐ and Catalyst‐Free Conditions

IF 2.8 4区化学 Q1 CHEMISTRY, ORGANIC

Asian Journal of Organic Chemistry Pub Date : 2025-05-01 DOI:10.1002/ajoc.202500039

Dmitry V. Osipov , Pavel E. Krasnikov , Vitaly A. Osyanin

引用次数: 0

Abstract

We have developed a non‐catalytic method for the ortho‐hydroxybenzylation of NH‐azoles that differ significantly in nucleophilicity and basicity (imidazoles, benzimidazoles, pyrazoles and others) with ortho‐quinone methide precursors (salicylic alcohols and phenolic Mannich bases) in the absence of solvent. The synthesis uses available reagents and is characterized by high product yields, rapidity of the process, simplicity of isolation and purification, and high atom economy.

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邻甲醌前体和氮唑在无溶剂和无催化剂条件下合成2 - （1H - Azol - 1 -甲基）苯酚

我们已经开发了一种非催化方法，用于在没有溶剂的情况下，与邻醌甲基前体（水杨醇和酚曼尼希碱）在亲核性和碱度上有显著差异的NH -唑（咪唑、苯并咪唑、吡唑等）的邻羟基苄基化。该合成方法利用现有试剂，具有产率高、反应快、分离纯化简单、原子经济性高等特点。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Asian Journal of Organic Chemistry CHEMISTRY, ORGANIC-

CiteScore

4.70

自引率

3.70%

发文量

372

期刊介绍： Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.