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钯催化的 C-H 活化和热环化合成取代 2H-色烯。

Synthesis of substituted 2H-Chromenes via Pd-catalyzed C-H activation and thermal cyclization.

机构信息

Bioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi, 110007, India.

Bioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi, 110007, India.

出版信息

Carbohydr Res. 2024 Feb;536:109018. doi: 10.1016/j.carres.2023.109018. Epub 2023 Dec 23.

Abstract

A proficient approach has been developed for the synthesis of substituted 2H-chromenes from C1-substituted glucal. The key step of our synthetic methodology was C-H activation in propylene carbonate solvent followed by 6π-electrocyclization aromatization in ethylene glycol as greener substitutes to toxic aprotic solvents, to obtain 2H-chromenes in a stepwise manner. The application of the developed methodology was further explored with the synthesis of a small library of substituted 2H-chromenes in good yields.

摘要

已经开发出一种从 C1 取代的葡糖醛酸出发合成取代 2H-色烯的有效方法。我们合成方法的关键步骤是在碳酸丙烯酯溶剂中进行 C-H 活化,然后在乙二醇中进行 6π-电环化芳构化,以绿色替代品替代有毒的非质子溶剂,以逐步方式获得 2H-色烯。所开发方法的应用进一步通过合成一系列取代的 2H-色烯的小文库得到了很好的探索。

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