Phenanthrenes synthesis via Rh(Ⅲ)–Catalyzed formal [4+2] oxidative annulation of (2–arylphenyl)boronic acids with norbornadiene

IF 2.1 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2025-05-05 DOI:10.1016/j.tet.2025.134701

Tianxin Hao, Wenquan Liao, Mei Liu, Li Wei, Yiyuan Peng, Qiuping Ding

引用次数: 0

Abstract

A highly efficient method for the synthesis of phenanthrenes via Rh(Ⅲ)-catalyzed formal [4 + 2] oxidative annulation of 2–biphenylboronic acid and norbornadiene was developed. The strategy features gram–scale, easy–available substrates, good functional group tolerance and broad substrate scope. The possible mechanism involves cascade Rh(Ⅲ)–catalyzed C–H activation/formal [4 + 2] cycloaddition and the following retro–Diels–Alder reaction.

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Rh（Ⅲ）催化（2 -芳基苯基）硼酸与降冰片二烯的正[4+2]氧化环反应合成菲

研究了Rh（Ⅲ）催化2 -联苯硼酸与降冰片二烯的正[4 + 2]氧化环法制备菲的高效方法。该策略具有克级、易于获得的衬底、良好的官能团公差和广泛的衬底范围。可能的机制包括级联Rh（Ⅲ）催化的C-H活化/形式[4 + 2]环加成以及随后的反- diols - alder反应。

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

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

期刊介绍： Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.