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

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