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二氢喹唑啉酮前芳香体衍生酮的分子编辑

Molecular Editing of Ketones Derived by Pro-aromatic of Dihydroquinazolinones.

作者信息

Yang Xiaoxiao, Ma Xinyue, Shu Chao

机构信息

State Key Laboratory of Green Pesticide, Engineering Research Center of Photoenergy Utilization for Pollution Control and Carbon Reduction, CCNU-uOttawa Joint Research Centre, College of Chemistry, Central China Normal University, Wuhan 430079, China.

出版信息

J Org Chem. 2025 Aug 29;90(34):12029-12049. doi: 10.1021/acs.joc.5c01115. Epub 2025 Aug 14.

DOI:10.1021/acs.joc.5c01115
PMID:40813263
Abstract

Ketones represent a vital class of feedstock chemicals in organic synthesis. Researchers have explored a versatile deacylation strategy utilizing ketones as radical precursors, involving activation through condensation with 2-aminobenzamide to form dihydroquinazolinones (DHQZ). This aromatization-driven deconstructive reaction of ketones offers an efficient approach for the selective construction of diverse bonds, including C-H/D, C-C (sp, sp, sp), C-F, C-S/Se, C-N, and C-Si under mild conditions. As a result, ketones have found widespread application in the rapid and efficient assembly of structurally complex molecules. This perspective highlights recent advances in this field, emphasizing product diversity, selectivity, and broad applicability, while providing detailed mechanistic insights.

摘要

酮类是有机合成中一类重要的原料化学品。研究人员探索了一种通用的脱酰基策略,利用酮作为自由基前体,通过与2-氨基苯甲酰胺缩合进行活化,形成二氢喹唑啉酮(DHQZ)。这种由芳构化驱动的酮类解构反应提供了一种在温和条件下选择性构建多种键的有效方法,包括C-H/D、C-C(sp、sp²、sp³)、C-F、C-S/Se、C-N和C-Si键。因此,酮类在结构复杂分子的快速高效组装中得到了广泛应用。本文综述了该领域的最新进展,强调了产物多样性、选择性和广泛适用性,同时提供了详细的机理见解。

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