CuF2/ dtbp催化恶唑烷酮与芳基硼酸蒎醇酯的cha - lam偶联：范围及应用

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-04-25 DOI:10.1021/acs.joc.5c00283

Tanumay Roy, Krishanu Mondal, Pallabi Halder, Arunava Sengupta, Parthasarathi Das

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引用次数: 0

摘要

研究了CuF2/ dtbp催化恶唑烷酮、酰胺、胺和唑与芳基硼酸蒎醇酯（芳基bpin）的n -芳基化反应。该方法也已应用于以恶唑烷酮为基础的上市药物的合成，包括利伐沙班、利奈唑胺、舒替唑胺和托洛沙酮。利用各种光谱技术和DFT研究揭示了DTBP/MeOH在催化过程中的作用。

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CuF2/DTBP-Catalyzed Chan-Lam Coupling of Oxazolidinones with Arylboronic Acid Pinacol Ester: Scope and Application

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CuF2/DTBP-Catalyzed Chan-Lam Coupling of Oxazolidinones with Arylboronic Acid Pinacol Ester: Scope and Application

A new combination of CuF₂/DTBP-catalyzed N-arylation of oxazolidinones, amides, amines, and azoles has been explored with arylboronic acid pinacol esters (arylBpin). This methodology has also been applied to the synthesis of oxazolidinone-based marketed drugs, including Rivaroxaban, Linezolid, Sutezolid, and Toloxatone. Mechanistic investigations using various spectroscopic techniques and DFT studies revealed the role of DTBP/MeOH in the catalytic process.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.