Palladium-catalyzed reductive cyclization of ortho-vinyl benzoic acids to access 1-indanones†

IF 2.7 3区 化学 Q1 CHEMISTRY, ORGANIC
Zirun Wang, Chenglong Li, Bin Zheng, Qihang Tan, Qiang Wu, Long Liu, Jacek E. Nycz, Tianzeng Huang and Tieqiao Chen
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引用次数: 0

Abstract

1-Indanones represent a significant class of organic compounds commonly found in many bioactive and functional materials. In this work, we reported an efficient method for their preparation. Mediated by a palladium catalyst, ortho-vinyl benzoic acids could undergo reductive cyclization in the presence of readily available formic acid, producing the corresponding 1-indanones in good to high yields. It is worth noting that high functional group tolerance was demonstrated. In addition, this reaction was easily scaled up. Mechanistic studies show that this reaction would be a tandem process involving cyclization, forming 1-indenones, and subsequent reduction with formic acid. We anticipate that this new reaction would find potential applications in organic synthesis.

Abstract Image

钯催化邻乙烯基苯甲酸还原环化制备1-吲哚酮。
1-吲哚酮是一类重要的有机化合物,通常存在于许多生物活性和功能材料中。在这项工作中,我们报道了一种有效的制备方法。邻乙烯基苯甲酸在钯催化剂的催化作用下,在甲酸的存在下发生还原环化反应,以较高的收率生成相应的1-吲哚酮。值得注意的是,高功能组耐受性被证明。此外,该反应易于放大。机理研究表明,该反应是一个串联过程,包括环化,形成1-茚酮,随后与甲酸还原。我们期望这个新反应在有机合成中有潜在的应用。
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 & Biomolecular Chemistry
Organic & Biomolecular Chemistry 化学-有机化学
CiteScore
5.50
自引率
9.40%
发文量
1056
审稿时长
1.3 months
期刊介绍: Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.
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