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一锅法 CuI/DBU 催化的利用可循环分子筛作为高效 CO 固定促进剂的水相氧化唑烷酮的羧基环化反应。

One-Pot CuI/DBU-Catalyzed Carboxylative Cyclization toward Oxazolidinones Using Recyclable Molecular Sieves as Efficient Promoters for Fixation of CO in Water Medium.

机构信息

Department of Chemistry, National Kaohsiung Normal University, Kaohsiung 824, Taiwan.

Institute of Organic and Polymeric Materials, Research and Development Center of Smart Textile Technology, National Taipei University of Technology, Taipei 106, Taiwan.

出版信息

J Org Chem. 2020 Nov 6;85(21):13655-13663. doi: 10.1021/acs.joc.0c01833. Epub 2020 Oct 12.

Abstract

An efficient one-pot synthesis of oxazolidinones was developed through CuI/DBU/MS joint system-catalyzed carboxylative cyclization of arylacetylene, arylaldehyde, and arylamine in water medium under a 1 atm carbon dioxide (CO) atmosphere. The 4 Å molecular sieves (MSs) were added to improve CO capture and facilitate carboxylation to give the products in high yields. The CuI/DBU/MS system is robust and highly effective for the reactions with different substrates, and some target products were obtained in an excellent yield of ∼96%, with no side products in the final step.

摘要

通过 CuI/DBU/MS 联合体系在 1 个大气压二氧化碳(CO)气氛下,在水介质中催化芳基乙炔、芳醛和芳胺的羧基环化反应,开发了一种高效的噁唑烷酮的一锅合成方法。添加 4 Å 分子筛(MS)以改善 CO 的捕获并促进羧化,从而以高产率得到产物。CuI/DBU/MS 体系对不同底物的反应具有强大且高效的作用,一些目标产物的最终步骤收率高达约 96%,且无副产物。

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