乙醛酸催化4H -吡啶[1,2 - a]嘧啶- 4 -酮选择性C3功能化：随温度和溶剂的调节产物

IF 2.8 4区化学 Q1 CHEMISTRY, ORGANIC

Asian Journal of Organic Chemistry Pub Date : 2025-05-01 DOI:10.1002/ajoc.202400790

Arbaz Sujat Shaikh , Ashish Kumar , Priyanka N. Makhal , Akanksha Sanjayrao Ikhe , Nagesh Bhale , Amol G. Dikundwar , Venkata Rao Kaki

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引用次数: 0

摘要

在此，我们报道了一种直接和选择性C3羟甲基化、甲基化和甲酰化4H‐pyrido[1,2‐a]嘧啶‐4‐酮的无金属方案。该方案是通过使用一种环保，经济和自然产生的试剂，乙醛酸实现的。反应产物的选择性可以通过简单地切换反应介质来实现，DMSO用于羟甲基化/甲基化，CH3CN用于甲酰化。该协议可扩展，提供良好的收益，在广泛的衍生品中达到95%。

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Selective C3 Functionalization of 4H‐Pyrido[1,2‐a]pyrimidin‐4‐Ones via Glyoxylic Acid: Tuning Products with Temperature and Solvents

Herein, we report a metal free protocol for direct and selective C3 hydroxymethylation, methylenation and formylation of 4H‐pyrido[1,2‐a]pyrimidin‐4‐ones. The protocol is achieved by using an environmental friendly, economical and naturally occurring reagent, glyoxylic acid. Selectivity of the reaction product can be achieved by simply switching the reaction medium, DMSO for hydroxymethylation/methylenation and CH₃CN for formylation. The protocol is scalable, delivering good yields, reaching up to 95 % across a wide range of derivatives.

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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.