Access to indenofluorene skeletons via Pd-catalyzed sequential reaction involving cyclization of indenone–allenyne intermediates†

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2024-08-29 DOI:10.1039/D4QO01209G

Shugao Zhu, Hong Wang, Shihan Liu, Rongjing Yu, Yufeng Ma, Rui Zhang, Yuxuan Fang, Yu Lan and Ruwei Shen

引用次数: 0

Abstract

We report a new method for the synthesis of polycyclic molecules of 7,12-dihydroindeno[1,2-a]fluorene skeletons from 1-(2-iodophenyl)-3-arylprop-2-yn-1-ones and diynylic ethers via a tandem palladium-catalyzed cross-coupling, Alder–ene isomerization and cyclization sequence. Combined experimental and calculational mechanism studies suggest that the reaction proceeds via the generation and cyclization of an indenone–allenyne intermediate.

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通过涉及茚酮-烯炔中间体环化的钯催化顺序反应获得茚芴骨架

我们报告了一种以 1-(2-碘苯基)-3-芳基丙-2-炔-1-酮和二炔基醚为骨架，通过串联钯催化交叉偶联、阿尔德烯异构化和环化顺序合成 7,12- 二氢茚并[1,2-a]芴多环分子的新方法。实验和计算机制的综合研究表明，反应是通过茚酮-烯炔中间体的生成和环化进行的。

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.