Streamlined Assembly of Pyrimidinones via Wolff Rearrangement-Triggered [3 + 3] Cycloaddition of Alkynyl Diazoalkyl Ketones and 2-Aminoheteroarenes

作者：Xin Ji, Huiling Peng, Xinrong Zhi, Yazhe Han, Yuzhu Wang, Xingxing Wu, Lu Liu · 发表于：Organic Letters · 年份：2025 · DOI：10.1021/acs.orglett.5c03721 · 被引用次数：6 · 研究领域：Cyclopropane Reaction Mechanisms、Catalytic C–H Functionalization Methods、Catalytic Alkyne Reactions

We report a novel Wolff rearrangement/[3 + 3] cycloaddition cascade for efficient synthesis of pyrimidinone derivatives from alkynyl diazoalkyl ketones and aminopyridine or aminothiazole, achieving yields up to 99% with excellent regioselectivity. The protocol demonstrates remarkable efficiency and substrate tolerance, offering potential for nucleobase modification and the development of antimicrobial agrochemicals.