钯介导的芳香族均烯丙基醇与甲基茚酮的多米诺环氧化还原反应

IF 2.2 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Journal of the Iranian Chemical Society Pub Date : 2024-06-03 DOI:10.1007/s13738-024-03053-3

Vivek K. Mishra, Martin E. Maier, Manish Tiwari

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引用次数: 0

摘要

3-甲基茚酮是多种天然和有用合成化合物的关键合成构件。它们的合成极其困难。在此，我们介绍了一种由钯（II）介导的分子内一锅氧化还原-继电器环化芳香族均烯丙基醇到环酮化合物的方法。该催化系统可将均烯丙基醇直接转化为相应的茚酮类化合物（3-甲基-1-茚酮酮）。均烯丙基醇是通过烯丙基溴化镁与相应的芳香醛反应合成的。优化后的反应产生了高达 88% 的 3-甲基茚满酮。我们的研究结果使我们能够为这一一锅反应设计出合理的机理。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Palladium mediated domino heck redox cyclization of aromatic homoallylic alcohols to methylindanones

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Palladium mediated domino heck redox cyclization of aromatic homoallylic alcohols to methylindanones

3-Methyl indanones are key synthetic building blocks for a variety of natural and useful synthetic compounds. Their synthesis is exceedingly difficult. Herein, we described a palladium (II) mediated intramolecular one-pot redox-relay cyclization of aromatic homoallylic alcohols to cyclic keto compounds. This catalytic system enabled direct conversion of homoallylic alcohols to corresponding indanones (3-methyl-1-indanones). Homoallylic alcohols were synthesized by reacting allyl magnesium bromide with corresponding aromatic aldehydes. The optimized reaction yielded up to 88% 3-methylindanones. Our findings enabled us to device a plausible mechanism for this one pot reaction.

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来源期刊

Journal of the Iranian Chemical Society 化学-化学综合

CiteScore

4.40

自引率

8.30%

发文量

230

审稿时长

5.6 months

期刊介绍： JICS is an international journal covering general fields of chemistry. JICS welcomes high quality original papers in English dealing with experimental, theoretical and applied research related to all branches of chemistry. These include the fields of analytical, inorganic, organic and physical chemistry as well as the chemical biology area. Review articles discussing specific areas of chemistry of current chemical or biological importance are also published. JICS ensures visibility of your research results to a worldwide audience in science. You are kindly invited to submit your manuscript to the Editor-in-Chief or Regional Editor. All contributions in the form of original papers or short communications will be peer reviewed and published free of charge after acceptance.