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β-亚磺酰基酮和酯的机械化学合成

Mechanochemical Synthesis of β-Sulfenylated Ketones and Esters.

作者信息

Hanek Kamil, Duch Agata, Frąckowiak Dawid, Żak Patrycja

机构信息

Faculty of Chemistry, Adam Mickiewicz University in Poznań, Uniwersytetu Poznańskiego 8, 61-614, Poznań, Poland.

Center for Advanced Technologies, Adam Mickiewicz University in Poznań, Uniwersytetu Poznańskiego 10, 61-614, Poznań, Poland.

出版信息

ChemSusChem. 2025 Feb 16;18(4):e202401591. doi: 10.1002/cssc.202401591. Epub 2024 Nov 11.

DOI:10.1002/cssc.202401591
PMID:39378182
Abstract

For the first time, ball milling has been employed in the solvent-free synthesis of sulfur-functionalized materials from thiols and α,β-unsaturated ketones and esters, using potassium carbonate as a transition metal-free catalyst. This environmentally friendly protocol makes use of easily accessible reagents to prepare thirty β-sulfenylated carbonyl compounds with yields exceeding 91 % under ambient air and solvent-free conditions. Additionally, this innovative synthetic strategy enables the modification of chalcones, compounds with significant medicinal and synthetic potential. The reactions are efficient and easily scalable to gram quantities, offering substantial benefits for practical applications.

摘要

首次将球磨法用于在无溶剂条件下由硫醇与α,β-不饱和酮及酯合成硫官能化材料,使用碳酸钾作为无过渡金属催化剂。这种环境友好的方法利用易于获取的试剂,在环境空气和无溶剂条件下制备了30种β-亚磺酰化羰基化合物,产率超过91%。此外,这种创新的合成策略能够对查耳酮进行修饰,查耳酮是具有重要药用和合成潜力的化合物。这些反应高效且易于扩大至克级规模,为实际应用带来了诸多益处。

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