Synthesis of axially chiral biaryls via Pd(ii)-catalysed direct C(sp2)–H arylation†

IF 4.6 1区化学 Q1 CHEMISTRY, ORGANIC Organic Chemistry Frontiers Pub Date : 2024-06-17 DOI:10.1039/D4QO00958D

Diksha Parmar, Rohit Kumar, Sarthi, Akhilesh K. Sharma and Upendra Sharma

引用次数: 0

Abstract

Herein, a concise protocol for the construction of axially chiral biaryls via Pd-catalysed direct C–H arylation of 1-arylisoquinoline N-oxides through kinetic resolution using a commercially available, cost-effective, and bench-stable chiral mono-protected amino acid has been uncovered. The high conformational stability of the axially chiral products in different solvents and at high temperatures, as observed from the experimental studies and DFT calculations, shows their excellent stability.

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通过 Pd(II)-Catalysed Direct C(sp2)-H Arylation 合成轴向手性双酯

通过使用市场上可买到的、具有成本效益和工作台稳定性的手性单保护氨基酸进行动力学解析，发现了一种通过 Pd 催化 1-芳基异喹啉 N-氧化物的直接 C-H 芳基化反应构建轴向手性双芳基化合物的简明方案。通过实验研究和 DFT 计算观察到，轴向手性产物在不同溶剂和高温条件下具有很高的构象稳定性，这表明它们具有极佳的稳定性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.