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用于合成2,5 - 二羰基 - 3 - 烯基磷酸酯的呋喃开环反应。

Furan ring opening reaction for the synthesis of 2,5-dicarbonyl-3-ene-phosphates.

作者信息

Wahab Abdul, Cheng Guanghai, Su Hang, Yang Lihua, Gao Ziwei, Yu Binxun

机构信息

Key Laboratory of Applied Surface and Colloid Chemistry, Ministry of Education, School of Chemistry & Chemical Engineering, Shaanxi Normal University, Xi'an 710062, China.

Oil & Gas Technology Research Institute, Changqing Oilfield Branch Company, Petrochina, Xi'an, 710018, China.

出版信息

Org Biomol Chem. 2023 Sep 13;21(35):7219-7223. doi: 10.1039/d3ob00933e.

Abstract

Furan ring opening reactions are essential in organic synthesis, enabling the incorporation of diverse functional groups and the construction of complex molecular structures. A highly efficient and practical method for synthesizing 2,5-dicarbonyl-3-ene-phosphates from readily available biomass furan and dialkyl phosphonates is reported. The reaction, catalyzed by FeCl, demonstrated wide substrate scope and high synthetic efficiency. Gram-scale synthesis was achieved, and a one-pot reaction provided a quick access route to the desired compounds. Additionally, a successful Diels-Alder reaction highlighted the versatility of the methodology.

摘要

呋喃开环反应在有机合成中至关重要,能够引入各种官能团并构建复杂的分子结构。本文报道了一种由易得的生物质呋喃和二烷基膦酸酯合成2,5 - 二羰基 - 3 - 烯 - 磷酸酯的高效实用方法。该反应由氯化铁催化,底物范围广,合成效率高。实现了克级规模的合成,一锅法反应为所需化合物提供了一条快速合成途径。此外,成功的狄尔斯 - 阿尔德反应突出了该方法的多功能性。

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